2-Chloro-4-hydrazinylpyridine → (2S,4R)-1-[2-(2-Chloro-pyridin-4-yl)-5-methyl-2H-pyrazol-3-yl]-4-methanesulfonyl-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697738Notes

Reaction equation

HRID 1697738 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].[Cl:20][C:21]1[CH:26]=[C:25]([NH:27][NH2:28])[CH:24]=[CH:23][N: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]([C:25]2[CH:24]=[CH:23][N:22]=[C:21]([Cl:20])[CH:26]=2)[N:28]=[C:16]([CH3:17])[CH:15]=1)=[O:4]

Participants

3

Reactant 2

HCID 211064422-Chloro-4-hydrazinylpyridineHCID 86646866(2S,4R)-4-methanesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic acid methyl ester

Product 1

HCID 86646868(2S,4R)-1-[2-(2-Chloro-pyridin-4-yl)-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 (2-chloro-pyridin-4-yl)-hydrazine (CAS Reg. No. 700811-29-6) to give the title compound.

Sources & evidence

ORD record
ord-f466af959ef3429586b344529c272b20
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

Loading…