2-Amino-3-[4-(trifluoromethoxy)phenyl]propanoic acid hydrochloride → 2-{[2-Fluoro-4-(3,3,3-trifluoropropoxy)benzoyl]amino}-3-[4-(trifluoromethoxy)phenyl]propanoic acid

HRID 1799290

Reaction equation

HRID 1799290 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([O:11][CH2:12][CH2:13][C:14]([F:17])([F:16])[F:15])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.Cl.[NH2:19][CH:20]([CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][C:32]([F:35])([F:34])[F:33])=[CH:27][CH:26]=1)[C:21]([OH:23])=[O:22]>>[F:1][C:2]1[CH:10]=[C:9]([O:11][CH2:12][CH2:13][C:14]([F:17])([F:16])[F:15])[CH:8]=[CH:7][C:3]=1[C:4]([NH:19][CH:20]([CH2:24][C:25]1[CH:26]=[CH:27][C:28]([O:31][C:32]([F:33])([F:34])[F:35])=[CH:29][CH:30]=1)[C:21]([OH:23])=[O:22])=[O:6]

Participants

3

Reactant 2

HCID 226033402-Amino-3-[4-(trifluoromethoxy)phenyl]propanoic acid hydrochlorideHCID 690190042-Fluoro-4-(3,3,3-trifluoropropoxy)benzoic acid

Product 1

HCID 876576752-{[2-Fluoro-4-(3,3,3-trifluoropropoxy)benzoyl]amino}-3-[4-(trifluoromethoxy)phenyl]propanoic acidYield 93.7%

Procedure

A reaction similar to that described in Example 70 (70a) was conducted using 2-fluoro-4-(3,3,3-trifluoropropoxy)benzoic acid (177 mg) prepared in Example 84 (84a) and 2-amino-3-[4-(trifluoromethoxy)phenyl]propanoic acid hydrochloride (200 mg) prepared in Reference Example 2 to give 317 mg of the title compound (white powder).

Workup

  1. customA reaction similar to
  2. customprepared in Reference Example 2

Sources & evidence

ORD record
ord-16f7d383c3bd46be9e793895133f6427
Source dataset
uspto-grants-2013_01
Patent number
US08344029B2

Linked notes

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