Methyl bromoacetate → 3-[(3-Chloro-4-trifluoromethyl-phenyl)-methoxycarbonylmethyl-amino]-propionic acid tert-butyl ester

HRID 2095591Notes

Reaction equation

[C:1]([O:5][C:6](=[O:21])[CH2:7][CH2:8][NH:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[C:12]([Cl:20])[CH:11]=1)([CH3:4])([CH3:3])[CH3:2].Br[CH2:23][C:24]([O:26][CH3:27])=[O:25]>>[C:1]([O:5][C:6](=[O:21])[CH2:7][CH2:8][N:9]([C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:18])([F:19])[F:17])=[C:12]([Cl:20])[CH:11]=1)[CH2:23][C:24]([O:26][CH3:27])=[O:25])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 60984Methyl bromoacetate

HCID 670744123-(3-Chloro-4-trifluoromethyl-phenylamino)-propionic acid tert-butyl ester

Product 1

HCID 670743493-[(3-Chloro-4-trifluoromethyl-phenyl)-methoxycarbonylmethyl-amino]-propionic acid tert-butyl esterYield 34%

Procedure

In analogy to the procedure described for intermediate 40B, 3-(3-chloro-4-trifluoromethyl-phenylamino)-propionic acid tert-butyl ester and methyl bromoacetate gave the title compound in 34% yield as yellow oil. MS: 396.12 (MH+, Cl).

Sources & evidence

ORD record: ord-a1f7ea7645dd45419e6ac886b8b5b3bc
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445674B2

Reaction notes

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