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

Base Information

• Chemical Name: 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-N-{[(5-trifluoromethyl)pyridin-2-yl]methyl}-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide
• CAS No.: 1448040-74-1
• Molecular Formula: C₂₉H₂₇F₄N₃O₅S₂
• Molecular Weight: 637.676
• Mol file: 1448040-74-1.mol

Synonyms:2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-N-{[(5-trifluoromethyl)pyridin-2-yl]methyl}-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-N-{[(5-trifluoromethyl)pyridin-2-yl]methyl}-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: 53.0%

1-[5-(trifluoromethyl)pyridin-2-yl]methanamine hydrochloride (871826-12-9,1350637-24-9) + 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylic acid 1',1'-dioxide (1448039-26-6) → 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-N-{[(5-trifluoromethyl)pyridin-2-yl]methyl}-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide (1448040-74-1)

Guidance literature:

With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/acs.jmedchem.0c01076

Reference yield:

5-bromo-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran] (1448038-91-2) → 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-N-{[(5-trifluoromethyl)pyridin-2-yl]methyl}-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide (1448040-74-1)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoroacetic anhydride; urea hydrogen peroxide adduct / acetonitrile / 20 °C

2: triethylamine; trans-bis(triphenylphosphine)palladium dichloride / dimethyl sulfoxide / 22 h / 100 °C / 6443.14 - 9150.92 Torr / Inert atmosphere; Autoclave

3: water; lithium hydroxide / tetrahydrofuran / 18 h / 20 °C

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

With trans-bis(triphenylphosphine)palladium dichloride; water; 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; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

5-bromo-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran] 1',1'-dioxide (1448039-05-1) → 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-N-{[(5-trifluoromethyl)pyridin-2-yl]methyl}-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide (1448040-74-1)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; trans-bis(triphenylphosphine)palladium dichloride / dimethyl sulfoxide / 22 h / 100 °C / 6443.14 - 9150.92 Torr / Inert atmosphere; Autoclave

2: water; lithium hydroxide / tetrahydrofuran / 18 h / 20 °C

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

With trans-bis(triphenylphosphine)palladium dichloride; water; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

Tetrahydrothiopyran-4-one

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

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

4-thianylcarbaldehyde