1-Isopropylhydrazine hydrochloride → (2S,4R)-1-(2-isopropyl-5-methyl-2H-pyrazol-3-yl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697579

Reaction equation

HRID 1697579 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][C:14]=2[C:19]([F:22])([F:21])[F:20])(=[O:12])=[O:11])[CH2:7][N:6]1[C:23](=S)[CH2:24][C:25](=O)[CH3:26])=[O:4].Cl.[CH:30]([NH:33][NH2:34])([CH3:32])[CH3:31]>>[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][C:14]=2[C:19]([F:21])([F:20])[F:22])(=[O:12])=[O:11])[CH2:7][N:6]1[C:23]1[N:33]([CH:30]([CH3:32])[CH3:31])[N:34]=[C:25]([CH3:26])[CH:24]=1)=[O:4]

Participants

3

Reactant 2

HCID 855731-Isopropylhydrazine hydrochlorideHCID 86646823(2S,4R)-1-(3-oxo-thiobutyryl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester

Product 1

HCID 66771090(2S,4R)-1-(2-isopropyl-5-methyl-2H-pyrazol-3-yl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Procedure

In analogy to the procedure described in example 192 h, (2S,4R)-1-(3-oxo-thiobutyryl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester (example 192 g) was reacted with isopropylhydrazine hydrochloride (CAS Reg. No. 16726-41-3) to give the title compound as yellow solid. MS (ESI): m/z=460.3 [M+H]+.

Sources & evidence

ORD record
ord-ff8bd61c448046f899a8258713dc4c97
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Linked notes

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