Lithium Hydroxide → 1-Naphthalen-1-yl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid

HRID 1697622Notes

Reaction equation

HRID 1697622 reaction equation
C([O:3][C:4]([CH:6]1[CH2:10][CH:9]([S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[C:20]([F:23])([F:22])[F:21])(=[O:13])=[O:12])[CH2:8][N:7]1[C:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1)=[O:5])C.[OH-].[Li+]>>[C:24]1([N:7]2[CH2:8][CH:9]([S:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:20]([F:21])([F:22])[F:23])(=[O:12])=[O:13])[CH2:10][CH:6]2[C:4]([OH:5])=[O:3])[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 667711851-Naphthalen-1-yl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Ethyl Ester

Product 1

HCID 667706551-Naphthalen-1-yl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid

Procedure

In analogy to the procedure described in example 253e, 1-naphthalen-1-yl-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid ethyl ester was saponified in the presence of lithium hydroxide to give the title compound as off-white solid which was used in the next step without further purification. MS (ESI): m/z=450.1 [M+H]+.

Sources & evidence

ORD record
ord-63e3043bbfac41058691279a03cdebe0
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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