Lithium Hydroxide → (2S,4R)-1-(2-Benzyl-5-methyl-2H-pyrazol-3-yl)-4-methanesulfonyl-pyrrolidine-2-carboxylic Acid

HRID 1697726Notes

Reaction equation

HRID 1697726 reaction equation
C[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:15]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:16]=[C:17]([CH3:19])[CH:18]=1)=[O:4].[OH-].[Li+]>>[CH2:20]([N:15]1[C:14]([N:6]2[CH2:7][C@H:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH2:9][C@H:5]2[C:3]([OH:4])=[O:2])=[CH:18][C:17]([CH3:19])=[N:16]1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 66770830(2S,4R)-1-(2-Benzyl-5-methyl-2H-pyrazol-3-yl)-4-methanesulfonyl-pyrrolidine-2-carboxylic Acid Methyl Ester

Product 1

HCID 66770870(2S,4R)-1-(2-Benzyl-5-methyl-2H-pyrazol-3-yl)-4-methanesulfonyl-pyrrolidine-2-carboxylic Acid

Procedure

In analogy to the procedure described in example 253e, (2S,4R)-1-(2-benzyl-5-methyl-2H-pyrazol-3-yl)-4-methanesulfonyl-pyrrolidine-2-carboxylic acid methyl ester was saponified in the presence of lithium hydroxide to give the title compound which was used in the next step without further purification. MS (ESI): m/z=364.3 [M+H]+.

Sources & evidence

ORD record
ord-f5d9d41d95714bd69612e8853d2c9727
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

Loading…