2,2,2-Trifluoroethylhydrazine → (2S,4R)-4-Cyclopropylmethanesulfonyl-1-[5-methyl-2-(2,2,2-trifluoro-ethyl)-2H-pyrazol-3-yl]-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697748Notes

Reaction equation

HRID 1697748 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([CH2:13][CH:14]2[CH2:16][CH2:15]2)(=[O:12])=[O:11])[CH2:7][N:6]1[C:17](=S)[CH2:18][C:19](=O)[CH3:20])=[O:4].[F:23][C:24]([F:29])([F:28])[CH2:25][NH:26][NH2:27]>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([CH2:13][CH:14]2[CH2:16][CH2:15]2)(=[O:12])=[O:11])[CH2:7][N:6]1[C:17]1[N:26]([CH2:25][C:24]([F:29])([F:28])[F:23])[N:27]=[C:19]([CH3:20])[CH:18]=1)=[O:4]

Participants

3

Reactant 2

HCID 787402,2,2-TrifluoroethylhydrazineHCID 86646864(2S,4R)-4-Cyclopropylmethanesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Product 1

HCID 67278701(2S,4R)-4-Cyclopropylmethanesulfonyl-1-[5-methyl-2-(2,2,2-trifluoro-ethyl)-2H-pyrazol-3-yl]-pyrrolidine-2-carboxylic Acid Methyl Ester

Procedure

In analogy to the procedure described in example 192 h, (2S,4R)-4-cyclopropylmethanesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic acid methyl ester (example 445c) was reacted with 2,2,2-trifluoroethylhydrazine (CAS Reg. No. 5042-30-8) to give the title compound as brown solid. MS (ESI): m/z=409.9 [M+H]+.

Sources & evidence

ORD record
ord-c0ed2b612e394f74ac6f3a8822b68e92
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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