(Phenylmethyl)hydrazine → (2S,4R)-1-(2-Benzyl-5-methyl-2H-pyrazol-3-yl)-4-methanesulfonyl-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697725Notes

Reaction equation

HRID 1697725 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH2:7][N:6]1[C:14](=S)[CH2:15][C:16](=O)[CH3:17])=[O:4].[CH2:20]([NH:27][NH2:28])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH2:7][N:6]1[C:14]1[N:27]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:28]=[C:16]([CH3:17])[CH:15]=1)=[O:4]

Participants

3

Reactant 2

HCID 11157(Phenylmethyl)hydrazineHCID 86646866(2S,4R)-4-methanesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic acid methyl ester

Product 1

HCID 66770830(2S,4R)-1-(2-Benzyl-5-methyl-2H-pyrazol-3-yl)-4-methanesulfonyl-pyrrolidine-2-carboxylic Acid Methyl Ester

Procedure

In analogy to the procedure described in example 192 h, (2S,4R)-4-methanesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic acid methyl ester (example 448c) was reacted with benzylhydrazine (CAS Reg. No. 555-96-4) to give the title compound. MS (ESI): m/z=378.5 [M+H]+.

Sources & evidence

ORD record
ord-444a74b10e46482382344ee22c7fbbf2
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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