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

HRID 1697677Notes

Reaction equation

HRID 1697677 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]([CH:27]1[CH2:29][CH2:28]1)=O)=[O:4].Cl.[CH:32]1([NH:36][NH2:37])[CH2:35][CH2:34][CH2:33]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][C:14]=2[C:19]([F:21])([F:22])[F:20])(=[O:11])=[O:12])[CH2:7][N:6]1[C:23]1[N:36]([CH:32]2[CH2:35][CH2:34][CH2:33]2)[N:37]=[C:25]([CH:27]2[CH2:29][CH2:28]2)[CH:24]=1)=[O:4]

Participants

3

Reactant 2

HCID 19432792Cyclobutylhydrazine--hydrogen chloride (1/1)HCID 86646858(2S,4R)-1-(3-Cyclopropyl-3-oxo-thiopropionyl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Product 1

HCID 66770919(2S,4R)-1-(2-Cyclobutyl-5-cyclopropyl-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-cyclopropyl-3-oxo-thiopropionyl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester was reacted with cyclobutylhydrazine hydrochloride (CAS Reg. No. 158001-21-9) to give the title compound as yellow foam.

Sources & evidence

ORD record
ord-3330a31e54e9494f98bb0fe1f9f64af6
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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