Cyclobutylhydrazine--hydrogen chloride (1/1) → (2S,4R)-1-(2-Cyclobutyl-5-methyl-2H-pyrazol-3-yl)-4-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697660

Reaction equation

HRID 1697660 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][C:16]([F:19])=[CH:15][C:14]=2[C:20]([F:23])([F:22])[F:21])(=[O:12])=[O:11])[CH2:7][N:6]1[C:24](=S)[CH2:25][C:26](=O)[CH3:27])=[O:4].Cl.[CH:31]1([NH:35][NH2:36])[CH2:34][CH2:33][CH2:32]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][C:16]([F:19])=[CH:15][C:14]=2[C:20]([F:23])([F:22])[F:21])(=[O:11])=[O:12])[CH2:7][N:6]1[C:24]1[N:35]([CH:31]2[CH2:34][CH2:33][CH2:32]2)[N:36]=[C:26]([CH3:27])[CH:25]=1)=[O:4]

Participants

3

Reactant 2

HCID 19432792Cyclobutylhydrazine--hydrogen chloride (1/1)HCID 86646829(2S,4R)-4-(4-Fluoro-2-trifluoromethyl-benzenesulfonyl)-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Product 1

HCID 66770860(2S,4R)-1-(2-Cyclobutyl-5-methyl-2H-pyrazol-3-yl)-4-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Procedure

In analogy to the procedure described in example 192 h, (2S,4R)-4-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic acid methyl ester was reacted with cyclobutylhydrazine hydrochloride (CAS Reg. No. 158001-21-9) to give the title compound as yellow oil. MS (ESI): m/z=490.1 [M+H]+.

Sources & evidence

ORD record
ord-4e0751c959b543bda5abaa3ae7d6c675
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Linked notes

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