tert-Butyl 2-bromobutanoate → 1,1-Dimethylethyl 2-[[4-cyano-3-(trifluoromethyl)phenyl](2,2,2-trifluoroethyl)amino]butanoate

HRID 2240872Notes

Reaction equation

HRID 2240872 reaction equation
[F:1][C:2]([F:18])([F:17])[CH2:3][NH:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7]([C:13]([F:16])([F:15])[F:14])[CH:6]=1.Br[CH:20]([CH2:28][CH3:29])[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22]>>[C:9]([C:8]1[CH:11]=[CH:12][C:5]([N:4]([CH2:3][C:2]([F:17])([F:18])[F:1])[CH:20]([CH2:28][CH3:29])[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[CH:6][C:7]=1[C:13]([F:16])([F:14])[F:15])#[N:10]

Participants

3

Reactant 2

HCID 13124118tert-Butyl 2-bromobutanoateHCID 431385374-((2,2,2-Trifluoroethyl)amino)-2-(trifluoromethyl)benzonitrile

Product 1

HCID 111773321,1-Dimethylethyl 2-[[4-cyano-3-(trifluoromethyl)phenyl](2,2,2-trifluoroethyl)amino]butanoate

Procedure

Synthesized as described in step B of example 1 using 4-[(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile and tert-butyl 2-bromobutanoate: 1H NMR (400 MHz, CDCl3) δ 7.66 (d, J=8.8 Hz, 1H), 7.14 (d, J=2.7 Hz, 1H), 7.00 (dd, J=8.8, 2.8 Hz, 1H), 4.05 (m, 3H), 2.12 (m, 1H), 1.93 (m, 1H), 1.41 (s, 9H), 1.02 (t, J=7.5 Hz, 3H).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-6c71c6fcd33e42a0b7d730888921d54d
Source dataset
uspto-grants-2010_05
Patent number
US07723385B2

Reaction notes

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