rac-N-[(3-chloropyridin-2-yl)methyl]-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide

Base Information

Chemical Name:rac-N-[(3-chloropyridin-2-yl)methyl]-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide
CAS No.:1448039-62-0
Molecular Formula:C₂₈H₂₇ClFN₃O₅S₂
Molecular Weight:604.123
Hs Code.:

rac-N-[(3-chloropyridin-2-yl)methyl]-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide

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Chemical Property of rac-N-[(3-chloropyridin-2-yl)methyl]-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide

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Technology Process of rac-N-[(3-chloropyridin-2-yl)methyl]-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide

There total 10 articles about rac-N-[(3-chloropyridin-2-yl)methyl]-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1448038-82-1
5-bromo-2',3',5',6'-tetrahydrospiro[indole-3,4'-thiopyran]

: 1448039-62-0,1448039-63-1,1448039-64-2
rac-N-[(3-chloropyridin-2-yl)methyl]-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide

Guidance literature:: Multi-step reaction with 6 steps

1: boron trifluoride diethyl etherate / tetrahydrofuran / 2 h / 0 - 20 °C

2: pyridine / water / 20 °C

3: trifluoroacetic anhydride; urea hydrogen peroxide adduct / acetonitrile / 0.5 h / 0 - 20 °C / Cooling with ice

4: triethylamine; bis-triphenylphosphine-palladium(II) chloride / dimethyl sulfoxide / 22 h / 100 °C / 7500.75 Torr / Autoclave

5: lithium hydroxide / water; tetrahydrofuran / 20 °C

6: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; boron trifluoride diethyl etherate; urea hydrogen peroxide adduct; triethylamine; trifluoroacetic anhydride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acs.jmedchem.0c01076

Reference yield:

: 1448038-91-2
5-bromo-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]

: 1448039-62-0,1448039-63-1,1448039-64-2
rac-N-[(3-chloropyridin-2-yl)methyl]-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1: trifluoroacetic anhydride; urea hydrogen peroxide adduct / acetonitrile / 0.5 h / 0 - 20 °C / Cooling with ice

2: triethylamine; bis-triphenylphosphine-palladium(II) chloride / dimethyl sulfoxide / 22 h / 100 °C / 7500.75 Torr / Autoclave

3: lithium hydroxide / water; tetrahydrofuran / 20 °C

4: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; urea hydrogen peroxide adduct; triethylamine; trifluoroacetic anhydride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/acs.jmedchem.0c01076

Reference yield:

: 1448039-05-1
5-bromo-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran] 1',1'-dioxide

: 1448039-62-0,1448039-63-1,1448039-64-2
rac-N-[(3-chloropyridin-2-yl)methyl]-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / dimethyl sulfoxide / 22 h / 100 °C / 7500.75 Torr / Autoclave

2: lithium hydroxide / water; tetrahydrofuran / 20 °C

3: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.0c01076