Trifluoroacetic acid → HCID 86640346, compound

HRID 1806841Notes

Reaction equation

HRID 1806841 reaction equation
C([O:5][C:6]([CH:8]1[CH:12]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[C:15]([Cl:23])[CH:14]=2)[C:11]([C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][C:27]=2[F:33])([C:24]#[N:25])[CH:10]([CH2:34][C:35]([CH3:38])([CH3:37])[CH3:36])[NH:9]1)=[O:7])(C)(C)C.[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42]>ClCCl>[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42].[Cl:32][C:29]1[CH:30]=[CH:31][C:26]([C:11]2([C:24]#[N:25])[CH:10]([CH2:34][C:35]([CH3:38])([CH3:37])[CH3:36])[NH:9][CH:8]([C:6]([OH:7])=[O:5])[CH:12]2[C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:21])([F:22])[F:20])=[C:15]([Cl:23])[CH:14]=2)=[C:27]([F:33])[CH:28]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 72243975HCID 72243975, compound

Product 1

HCID 86640346HCID 86640346, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a manner similar to the method described in Example 25a, rac-(2R,3R,4R,5S)-4-(4-chloro-2-fluoro-phenyl)-3-(3-chloro-4-trifluoromethyl-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid tert-butyl ester prepared in Example 70b (1.2 g, 2.1 mmol) was reacted with trifluoroacetic acid in dichloromethane at room temperature to give rac-(2R,3R,4R,5S)-4-(4-chloro-2-fluoro-phenyl)-3-(3-chloro-4-trifluoromethyl-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carboxylic acid trifluoroacetic acid as solid (1.1 g, 83%).

Sources & evidence

ORD record
ord-775784e4016f414f90acf16db905b1ad
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

Loading…