Lithium Hydroxide → HCID 86646847, compound

HRID 1697609Notes

Reaction equation

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

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 86646846HCID 86646846, compound

Product 1

HCID 86646847HCID 86646847, compound

Procedure

In analogy to the procedure described in example 253e, (2S,4R)-4-(2-trifluoromethyl-benzenesulfonyl)-1-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-pyrrolidine-2-carboxylic acid methyl ester was saponified in the presence of lithium hydroxide to give the title compound as yellow solid. MS (ESI): m/z=476.0 [M+H]+.

Sources & evidence

ORD record: ord-e7cb971369354f308a20d123cba53ab7
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163793B2

Reaction notes

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