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

HRID 1697570Notes

Reaction equation

HRID 1697570 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][CH:14]=2)(=[O:12])=[O:11])[CH2:7][N:6]1[C:19](=S)[CH2:20][C:21](=O)[CH3:22])=[O:4].[Cl:25][C:26]1[CH:31]=[C:30]([NH:32][NH2:33])[CH:29]=[CH:28][N:27]=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][CH:14]=2)(=[O:12])=[O:11])[CH2:7][N:6]1[C:19]1[N:32]([C:30]2[CH:29]=[CH:28][N:27]=[C:26]([Cl:25])[CH:31]=2)[N:33]=[C:21]([CH3:22])[CH:20]=1)=[O:4]

Participants

3

Reactant 2

HCID 211064422-Chloro-4-hydrazinylpyridineHCID 86646825(2S,4R)-4-Benzenesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Product 1

HCID 86646826(2S,4R)-4-Benzenesulfonyl-1-[2-(2-chloro-pyridin-4-yl)-5-methyl-2H-pyrazol-3-yl]-pyrrolidine-2-carboxylic Acid Methyl Ester

Procedure

In analogy to the procedure described in example 192 h, (2S,4R)-4-benzenesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic acid methyl ester (example 261d) was reacted with (2-chloro-pyridin-4-yl)-hydrazine (CAS Reg. No. 700811-29-6) to give the title compound as yellow solid. MS (ESI): m/z=461.3 [M+H]+.

Sources & evidence

ORD record
ord-2aa848687c2f44e2b13486649a0e518d
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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