1. A system comprising:
a plurality of reactors coupled by flow lines, wherein each reactor comprises a reforming catalyst;
a feed header coupled to the plurality of reactors by a plurality of feed lines;
an effluent header coupled to the plurality of reactors by a plurality of effluent lines; and
a plurality of valves disposed in the flow lines, the feed lines, and the effluent lines,
wherein the plurality of valves are capable of being dynamically operated to create a first serial flow path through the plurality of reactors, wherein a first reactor of the plurality of reactors is adjacent to a second reactor of the plurality of reactors in the first serial flow path,
wherein the plurality of valves are further configured to dynamically reconnect the plurality of reactors to create a second serial flow path through the plurality of reactors, wherein the first reactor is not adjacent to the second reactor in the second serial flow path.
2. The system of claim 1, wherein the plurality of valves are further configured to bypass at least one reactor of the plurality of reactors from the remaining reactors of the plurality of reactors.
3. The system of claim 1, wherein the reforming catalyst comprising a zeolite, and wherein the reforming catalyst is capable of converting at least a portion of a hydrocarbon stream to aromatic hydrocarbons.
4. The system of claim 1, further comprising a sulfur removal system upstream of the plurality of reactors.
5. The system of claim 1, wherein a sulfur removal system is not disposed upstream of the plurality of reactors.
6. The system of claim 1, wherein the first reactor is upstream of the second reactor in the first serial flow path, and wherein the first reactor is downstream of the second reactor in the second serial flow path.
7. The system of claim 6, wherein the reforming catalyst in the first reactor has a lower activity than an activity of the reforming catalyst in the second reactor when the plurality of reactors are configured in the first serial flow path.
8. The system of claim 1, wherein the first reactor is a first upstream reactor in the first serial flow path, and wherein the first reactor is a last downstream reactor in the second serial flow path.
9. The system of claim 1, wherein the reforming catalyst comprises at least one Group VIII metal and a zeolitic support.
10. The system of claim 9, wherein the least one Group VIII metal comprises platinum and the zeolitic support comprises silica bound L-zeolite.
11. The system of claim 1, wherein the reforming catalyst comprises one or more halogens.
12. The system of claim 1, wherein the reforming catalyst comprises a zeolite, and wherein the reforming catalyst is capable of converting at least a portion of a hydrocarbon stream to aromatic hydrocarbons in one or more of the plurality of reactors.
13. A system comprising:
a plurality of reactor-furnace pairs coupled by flow lines, wherein each reactor-furnace pair comprises a furnace coupled to a reactor, wherein each reactor comprises a reforming catalyst;
a feed header coupled to the plurality of reactor-furnace pairs by a plurality of feed lines;
an effluent header coupled to the plurality of reactor-furnace pairs by a plurality of effluent lines; and
a plurality of valves disposed in the flow lines, the feed lines, and the effluent lines, wherein the plurality of valves are capable of being dynamically operated to create a serial flow path through the plurality of reactor-furnace pairs, and wherein the plurality of valves are further configured to route the serial flow path to bypass at least one reactor-furnace pair.
14. The system of claim 13, wherein the plurality of valves are further configured to reconnect the bypassed at least one reactor-furnace pair in a second serial flow path through the plurality of reactor-furnace pairs, wherein the second serial flow path is different than the serial flow path.
15. The system of claim 14, wherein the plurality of reactor-furnace pairs comprises at least three reactor-furnace pairs, wherein a first reactor-furnace pair of the plurality of reactor-furnace pairs is adjacent to a second reactor-furnace pair of the plurality of reactor-furnace pairs in the serial flow path, wherein the first reactor-furnace pair is not adjacent to the second reactor-furnace pair in the second serial flow path.
16. The system of claim 15, wherein the first reactor-furnace pair is upstream of the second reactor-furnace pair in the serial flow path, and wherein the first reactor-furnace pair is downstream of the second reactor-furnace pair in the second serial flow path.
17. The system of claim 16, wherein the reforming catalyst in the first reactor-furnace pair has a lower activity than an activity of the reforming catalyst in the second reactor-furnace pair when the plurality of reactor-furnace pairs are configured in the first serial flow path.
18. The system of claim 13, further comprising:
a supply header coupled to the plurality of reactor-furnace pairs by a plurality of supply lines;
a return header coupled to the plurality of reactor-furnace pair by a plurality of return lines;
a flow system coupled to the supply header and the return header for providing a fluid to at least one of the plurality of reactor-furnace pairs; and
a plurality of flow system valves disposed in the supply lines and the return lines, wherein the plurality of flow system valves are capable of being dynamically operated to couple one or more of the plurality of reactor-furnace pairs to the flow system.
19. The system of claim 13, wherein the reforming catalyst comprises a zeolite, and wherein the reforming catalyst is capable of converting at least a portion of a hydrocarbon stream to aromatic hydrocarbons in one or more of the plurality of reactors.
20. The system of claim 13, wherein the reforming catalyst comprises at least one Group VIII metal and a zeolitic support.
The claims below are in addition to those above.
All refrences to claim(s) which appear below refer to the numbering after this setence.
1. A compound of Formula (I)
wherein
R1 is selected from the group consisting of H, benzyl substituted with OCH3, optionally substituted (C1-C3)alkyl, pyrimidine substituted with NH2 and amino(C1-C3)alkyl;
R3 is selected from the group consisting of H, halogen, NH2, OH, COOH, \u2014C(O)\u2014NH\u2014CH2\u2014C(O)\u2014OCH3, \u2014NH\u2014CH2-phenyl, \u2014C(O)-pyridinyl, \u2014NH\u2014C(O)-cyclobutyl and \u2014NH\u2014C(O)-phenyl wherein phenyl is optionally substituted with either N(CH3)2 or OCH3; or
R3 is selected from the optionally substituted group consisting of (C1-C6)alkyl, benzobthienyl, 2,3-dihydrobenzofuranyl, indolyl, isoquinolinyl, morpholinyl, naphthyl, phenyl, piperazinyl, pyrazolyl, pyridinyl, pyrimidinyl, pyrrolyl, quinolinyl and thienyl;
wherein the substituent is selected from one or more CH3, NH2, Cl, F, dimethylamino, OH, CH2OH, \u2014C(O)NH2, COOH, CF3, isopropyl, OCF3, OCH3, \u2014O\u2014CH2-phenyl, CN, OCH2CH3, \u2014NH\u2014C(O)-cyclobutyl, \u2014NH\u2014C(O)-phenyl, NH\u2014C(O)\u2014CH3, NHC(O)CH3, N(CH3)2, S(O)2CH3 and C(O)NH-phenyl; or
R3 is \u2014C(O)\u2014NY100\u2014(C(Y100)2)x\u2014Ra wherein
x is 0, 1, 2 or 3;
Y100 is independently H or (C1-C3)alkyl; and
Ra is \u2014C(O)\u2014CH3 or is selected from the optionally substituted group (C1-C3)alkyl, amino, aminoalkyl, benzimidazolyl, benzobthienyl, benzotriazolyl, biphenyl, 1,3-dihydrobenzimidazolyl, 1,3-dihydrobenzimidazolyl-2-one, imidazolyl, indolyl, naphthyl, phenyl, pyrazolyl, pyridinyl, pyrimidinyl, tetrahydropyranyl and thiazolyl; or
R3 is A-B wherein A is connected to the indazole and
A is selected from the group consisting of \u2014C\u2261C, \u2014C\u2261C phenyl indazolyl, phenyl, pyridinyl and thienyl;
B is selected from the group consisting of benzyloxy, morpholinyl, phenyl, thienyl, t-butyl, \u2014NH\u2014C(O)-cyclobutyl and \u2014NH\u2014C(O)-phenyl;
R4 is H or NH2;
R5 is selected from the optionally substituted group consisting of benzimidazolyl, 3,4-dihydrobenzo1,4thiazinyl, furo3,2-cpyridine, indazolyl, indolyl, isoquinolinyl, pyrazolo3,4-dpyrimidine, pyrrolo2,3-bpyridinyl, pyrrolo2,3-cpyridinyl, pyrrolo2,3-dpyridinyl, pyrrolo3,2-dpyridine, pyrrolo2,3-dpyrimidinyl, quinolinyl, quinazolinyl, thieno2,3-cpyridinyl, thieno2,3-dpyrimidine, thieno3,2-cpyridine, 7-azaindolinyl and 7-azaindolyl;
R6 is H or R6 is selected from the optionally substituted group consisting of (C1)alkoxy, (C1-C3)alkyl, benzobthienyl, NH pyrimidinyl \u2014NH\u2014S(O)2-phenyl-NH-pyrimidinyl, \u2014NH\u2014C(O)-benzobthienyl, pyrrolo2,3-bpyrimidinyl and pyridinyl; and
R7 is selected from optionally substituted group consisting of benzofuranyl, benzothiazolyl, benzobthienyl, indolyl, isoquinolinyl, quinolinyl, quinoxalinyl, and thieno2,3-bpyridinyl; or
R7 is Y\u2014Z wherein Y is attached to the indazole; and
Y is benzobthienyl; and
Z is selected from the group consisting of phenyl, thienyl, CH2NHCH2CH2-morpholinyl and substituted piperazinyl.
2. The compound of claim 1 wherein
R1 is H or pyrimidinyl substituted with NH2;
R3 is selected from the group consisting of H, CH3, OH, Cl, benzobthienyl, 2,3-dihydrobenzofuranyl, indolyl, naphthyl, phenyl, pyrazolyl, pyridinyl, pyrimidinyl, pyrrolyl, quinolinyl, thienyl, \u2014NH\u2014C(O)\u2014 cyclobutyl and \u2014NH\u2014C(O)-phenyl; wherein
the indolyl is optionally substituted with CH3;
the naphthyl is optionally substituted with OCH3 or OH; and
the phenyl optionally substituted with one or more substituents selected from the group consisting of CH3, NH2, Cl, F, N(CH3)2, OH, CH2OH, C(O)NH2, COOH, CF3, OCF3, OCH3, CN, OCH2CH3, NHC(O)CH3, \u2014S(O)2CH3 and \u2014C(O)\u2014NH-pheny; or
R3 is \u2014C(O)\u2014NY100\u2014(C(Y100)2)x\u2014Ra wherein
x is 0 or 1;
Y100 is H;
Ra is selected from the optionally substituted group consisting of benzobthienyl, benzimidazolyl, 1,3-dihydrobenzimidazolyl-2-one, benzotriazolyl, biphenyl, 1,3-dihydrobenzimidazolyl, indolyl, naphthyl and phenyl; wherein
the naphthyl is substituted with OH or OCH3;
the phenyl is optionally substituted with one or more Cl, F, OH, CH2OH, CH2CH2OH, COOH, C(O)NH2, N(CH3)2 or methyl; or
R3 is A-B wherein
A is selected from the group consisting of \u2014C\u2261C, \u2014C\u2261C-phenyl, phenyl and thienyl; and
B is selected from the group consisting of benzyloxy, phenyl, thienyl, \u2014NH\u2014C(O)-cyclobutyl and \u2014NH\u2014C(O)-phenyl;
R4 is H;
R5 is selected from the group consisting of
E is selected from the group consisting of H, OH, CH3, \u2014CH2CH2NH2, CH2CH2CH2OH, CH2CH2OCH3, CH2CH2CH2NH2, CH2C(O)OH, CH2CH2C(O)OH, CH2CH2C(O)NH2, CH2CH2C(O)OCH3, CH2CH2CH2OCH3, NHCH2CH2CH3, CH2CH2C(O)NH(CH3), CH2CH2C(O)N(CH3)2, C(O)NHCH2CH2NH(CH3), NHCH2CH2OCH3, NHCH2CH2OH, NHCH2CH2N(CH3)2, isopropyl, CH2C(O)NH2, CH2CH(CH3)C(O)OH, CH2CH2CH2C(O)OH, CH2CH(CH3)C(O)OCH3, CH2CH2CH2CH2NH2, CH2CH2CH2C(O)NH2, N(CH3)2, morpholinylethyl, piperidinylethyl,
\u2003and 4-methylpiperazinylcyclohexyl;
R6 is selected from the group consisting of H, pyrrolo2,3-bpyrimidinyl and
\u2003and
R7 is selected from the optionally substituted group consisting of benzofuranyl, benzobthienyl, indolyl, pyrrolyl, quinolinyl, quinoxalinyl, and thieno2,3-bpyridinyl, wherein
the benzobthienyl is optionally substituted with OH, CH3, OCH3, N(CH3)2, OH, CH2\u2550CHNHCH3, CH2NH2, CH2CH2NH2 or CH2NHCH2CH2N(CH3)2; and
the indolyl is substituted with C(O)N(CH(CH3)2)2, CH2OH, CH2C(O)NH2, COOH, C(O)NH2, N(CH3)2 or S(O)2CH3;
R7 is Y\u2014Z wherein
Y is benzobthienyl; and
Z is selected from the optionally substituted group consisting of CH\u2550CHNHCH3, NHCH3, CH2NH2, CH2CH2NH2, CH2NHCH3, CH2NHCH2CH2N(CH3)2, N(CH3)2, CH2NHCH2CH2-morpholinyl, benzobthienyl, morpholinylmethyl, piperazinylmethylphenyl and thienyl.
3. The compound of claim 2 wherein
R1 is H or pyrimidinyl substituted with NH2;
R3 is selected from the group consisting of H, CH3, OH, Cl, benzobthienyl, 2,3-dihydrobenzofuranyl, indolyl, naphthyl, phenyl, pyrazolyl, pyridinyl, pyrimidinyl, pyrrolyl, quinolinyl, thienyl, \u2014NH\u2014C(O)\u2014cyclobutyl and \u2014NH\u2014C(O)-phenyl; wherein
the indolyl is optionally substituted with CH3;
the naphthyl is optionally substituted with OH; and
the phenyl optionally substituted with one or more substituents selected from the group consisting of OH, F, CH3, CF3, CN, \u2014C(O)NH2, NH2, NHC(O)CH3, OCH3, OCF3, OCH2CH3, N(CH3)2, \u2014C(O)\u2014NH-phenyl and \u2014S(O)2CH3; or
R3 is \u2014C(O)\u2014NY100\u2014(C(Y100)2)x\u2014Ra wherein
Y100 is H;
x is 0;
Ra is selected from the optionally substituted group consisting of benzimidazolyl, 1,3-dihydrobenzimidazolyl-2-one, benzotriazolyl, biphenyl, indolyl, naphthyl and phenyl; wherein
the naphthyl is substituted with OH or OCH3;
the phenyl is optionally substituted with one or more Cl, F, OH, CH2OH, CH2CH2OH, C(O)NH2, N(CH3)2 or methyl; or
R3 is A-B wherein
A is selected from the group consisting of phenyl and thienyl; and
B is selected from the group consisting of benzyloxy, phenyl, thienyl, \u2014NH\u2014C(O)-cyclobutyl and \u2014NH\u2014C(O)-phenyl;
R5 is selected from the group consisting of
\u2003wherein
E is selected from the group consisting of H, CH3, CH2C(O)OH, CH2CH2CH2OH, CH2CH2CH2NH2, CH2CH2C(O)OH, CH2CH2C(O)NH2, CH2CH2C(O)OCH3, CH2CH2CH2OCH3, NHCH2CH2CH3, CH2CH2C(O)NH(CH3), NHCH2CH2OCH3, NHCH2CH2OH, isopropyl, CH2C(O)NH2, CH2CH(CH3)C(O)OH, morpholinylethyl, piperidinylethyl, CH2CH2CH2C(O)OH, CH2CH(CH3)C(O)OCH3, CH2CH2NH2, CH2CH2CH2CH2NH2, CH2CH2CH2C(O)NH2, CH2CH2C(O)N(CH3)2, and N(CH3)2;
R6 is H or
\u2003and
R7 is selected from the optionally substituted group consisting of benzofuranyl, benzobthienyl, indolyl, quinolinyl, quinoxalinyl, and thieno2,3-bpyridinyl, wherein
the benzobthienyl is optionally substituted with OH, CH3, OCH3, N(CH3)2, CH2\u2550CHNHCH3, CH2NH2, CH2CH2NH2 or CH2NHCH2CH2N(CH3)2; and
the indolyl is substituted with methyl, CN, C(O)H, CH2CH2CH2NH2, CH2NHCH2CH\u2550CH2, C(O)CH3, C(O)OCH3, OCH3, C(O)N(CH(CH3)2)2, CH2OH, CH2C(O)NH2, C(O)NH2, CH2NHCH2CH2N(CH3)2 or piperidinylmethyl; or
R7 is Y\u2014Z wherein
Y is benzobthienyl; and
Z is selected from the optionally substituted group consisting of CH\u2550CHNHCH3, NHCH3, CH2NH2, CH2CH2NH2, CH2NHCH3, CH2NHCH2CH2N(CH3)2, N(CH3)2, CH2NHCH2CH2-morpholinyl, benzobthienyl, morpholinylmethyl and piperazinylmethyl; wherein
the piperazinyl is optionally substituted with methyl.
4. The compound of claim 3 wherein
R1 and R4 are H;
R3 is selected from the optionally substituted group consisting of H, OH, 2,3-dihydrobenzofuranyl, naphthyl, pyrazolyl and pyrrolyl; wherein
R3 is \u2014C(O)\u2014NY100\u2014(C(Y100)2)x\u2014Ra wherein
Y100 is H;
x is 0;
Ra is selected from the optionally substituted group consisting of naphthyl and phenyl; wherein
the naphthyl is optionally substituted with OH;
the phenyl is optionally substituted with OH; or
R3 is selected from the group consisting of \u2014NH\u2014C(O)-cyclobutyl and \u2014NH\u2014C(O)-phenyl;
R3 is A-B wherein
A is selected from the group consisting of phenyl and thienyl; and
B is selected from the group consisting of benzyloxy, phenyl and thienyl;
R5 is
\u2003wherein
E is selected from the group consisting of H, CH2C(O)NH2, CH2CH(CH3)C(O)OCH3, CH2CH2CH2OH, CH2CH2C(O)OCH3, CH2CH2CH2OCH3, CH2CH2NH2, CH2CH2CH2NH2, CH2CH2C(O)OH, CH2CH2C(O)NH2, CH2CH2CH2CH2NH2, CH2CH2CH2OCH3, CH2CH2CH2C(O)OH, CH2CH2CH2C(O)NH2, CH2CH(CH3)C(O)OH, CH2CH2C(O)NH(CH3), CH2CH2C(O)N(CH3)2, N(CH3)2, isopropyl, morpholinylethyl and piperidinylethyl;
R6 is H or
\u2003and
R7 is selected from the optionally substituted group consisting of benzofuranyl, benzobthienyl, indolyl, and quinolinyl, wherein
the benzobthienyl is optionally substituted with OH, CH3, OCH3, N(CH3)2, CH2\u2550CH2NHCH3, CH2NH2, CH2CH2NH2, CH2NHCH2CH2N(CH3)2, piperidinylmethyl or CH2NHCH2N(CH3)2; and
the indolyl is optionally substituted with methyl, CN, C(O)H, CH2CH2CH2NH2, CH2NHCH2CH\u2550CH2, C(O)CH3, C(O)OCH3, or OCH3; methyl, CN, C(O)H, CH2CH2CH2NH2, CH2NHCH2CH\u2550CH2, C(O)CH3, C(O)OCH3, or OCH3;
or
R7 is Y\u2014Z wherein
Y is benzobthienyl; and
Z is selected from the group consisting of CH\u2550CHNHCH3, NHCH3, CH2NH2, CH2CH2NH2, CH2NHCH3, CH2NHCH2CH2N(CH3)2, N(CH3)2, CH2NHCH2CH2-morpholinyl, benzobthienyl, morpholinylmethyl and piperazinylmethyl;
wherein the piperazinyl is optionally substituted with methyl.
5. The compound of claim 4 wherein
R1 and R4 are H;
R3 is selected from the group consisting of H, OH, 2,3-dihydrobenzofuranyl, pyrrolyl and optionally substituted napthyl; or
R3 is \u2014C(O)\u2014NY100\u2014(C(Y100)2)x\u2014Ra wherein
Y100 is H;
x is 0; and
Ra is phenyl substituted with OH;
R5 is
\u2003wherein
E is selected from the group consisting of H, CH2C(O)NH2, CH2CH2NH2, CH2CH2CH2NH2, CH2CH2CH2CH2NH2, CH2CH2CH2OCH3, CH2CH2CH2OH, CH2CH2C(O)OH, CH2CH2CH2C(O)OH, CH2CH2C(O)NH2, CH2CH2CH2C(O)NH2, CH2CH(CH3)C(O)OCH3 CH2CH(CH3)C(O)OH, CH2CH2C(O)OCH3, CH2CH2C(O)NH(CH3), CH2CH2C(O)N(CH3)2, N(CH3)2, isopropyl, morpholinylethyl and piperidinylethyl;
R6 is H or
\u2003and
R7 is selected from the optionally substituted group consisting of benzofuranyl, benzobthienyl, indolyl, and quinolinyl;
wherein
the benzobthienyl optionally substituted with OH, CH3, OCH3, CH2\u2550CH3\u2014NHCH3, CH2NH2, CH2CH2NH2, CH2NHCH2CH2N(CH3)2, N(CH3)2 or piperidinylmethyl; and
the indolyl is optionally substituted with methyl, CN, C(O)H, CH2CH2CH2NH2, CH2NHCH2CH\u2550CH2, C(O)CH3, C(O)OCH3, or OCH3;
or
R7 is Y\u2014Z wherein
Y is benzobthienyl; and
Z is selected from the group consisting of CH2NHCH2CH2-morpholinyl, morpholinylmethyl and piperazinylmethyl wherein the piperazinyl is optionally substituted with methyl.
6. The compound of claim 5 wherein
R1, R3, R4 and R6 are H;
R5 is
\u2003wherein
E is selected from the group consisting of H, \u2014CH2CH2NH2, CH2CH2CH2NH2, CH2CH2CH2OH, CH2CH2C(O)OH and CH2CH2C(O)NH2; and
R7 is selected from the group consisting of benzobthienyl, and indolyl, wherein
the benzobtheinyl is optionally substituted by piperidinylmethyl; and
the indolyl is optionally substituted by CN, methyl or C(O)H.
7. The compound of claim 6 wherein
R1, R3, R4 and R6 are H;
R5 is
\u2003wherein
E is selected from the group consisting of H, \u2014CH2CH2NH2, CH2CH2CH2NH2, CH2CH2CH2OH, CH2CH2C(O)OH and CH2CH2C(O)NH2; and
R7 is benzobthienyl or indolyl wherein
the benzobtheinyl is optionally substituted by piperidinylmethyl;
the indolyl is optionally substituted by CN, methyl or C(O)H.
8. The compound of claim 7 wherein R1, R3, R4 and R6 are H;
R5 is
\u2003wherein
E is selected from the group consisting of \u2014CH2CH2NH2, CH2CH2CH2NH2, CH2CH2CH2OH, CH2CH2C(O)OH and CH2CH2C(O)NH2; and
R7 is benzobthienyl.