4-(Trifluoromethyl)phenylhydrazine → (2S,4R)-4-Benzenesulfonyl-1-[5-methyl-2-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697568Notes

Reaction equation

HRID 1697568 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH2:7][N:6]1[C:19](=S)[CH2:20][C:21](=O)[CH3:22])=[O:4].[F:25][C:26]([F:36])([F:35])[C:27]1[CH:32]=[CH:31][C:30]([NH:33][NH2:34])=[CH:29][CH:28]=1>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH2:7][N:6]1[C:19]1[N:33]([C:30]2[CH:29]=[CH:28][C:27]([C:26]([F:25])([F:35])[F:36])=[CH:32][CH:31]=2)[N:34]=[C:21]([CH3:22])[CH:20]=1)=[O:4]

Participants

3

Reactant 2

HCID 1362004-(Trifluoromethyl)phenylhydrazineHCID 86646825(2S,4R)-4-Benzenesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Product 1

HCID 67278214(2S,4R)-4-Benzenesulfonyl-1-[5-methyl-2-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-pyrrolidine-2-carboxylic Acid Methyl Ester

Procedure

In analogy to the procedure described in example 192 h, (2S,4R)-4-benzenesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic acid methyl ester was reacted with 4-(trifluoromethyl)phenylhydrazine (CAS Reg. No. 368-90-1) to give the title compound as yellow solid. MS (ESI): m/z=394.1 [M+H]+.

Sources & evidence

ORD record
ord-e559549327514914ac02afd5138e18a0
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

Loading…