Cyclobutylhydrazine → (2S,4R)-1-(2-Cyclobutyl-5-methyl-2H-pyrazol-3-yl)-4-cyclopropylmethanesulfonyl-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697756Notes

Reaction equation

HRID 1697756 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].[CH:23]1([NH:27][NH2:28])[CH2:26][CH2:25][CH2:24]1>>[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:27]([CH:23]2[CH2:26][CH2:25][CH2:24]2)[N:28]=[C:19]([CH3:20])[CH:18]=1)=[O:4]

Participants

3

Reactant 2

HCID 18699355CyclobutylhydrazineHCID 86646864(2S,4R)-4-Cyclopropylmethanesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Product 1

HCID 66770771(2S,4R)-1-(2-Cyclobutyl-5-methyl-2H-pyrazol-3-yl)-4-cyclopropylmethanesulfonyl-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 cyclobutylhydrazine (CAS Reg. No. 742673-64-9) to give the title compound as brown solid. MS (ESI): m/z=382.2 [M+H]+.

Sources & evidence

ORD record
ord-47c36f27824e483fa98a6365e27231d1
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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