Cyclohexylamine → N2-[4-Cyano-3-(trifluoromethyl)phenyl]-N1-cyclohexyl-N2-(2,2,2-trifluoroethyl)glycinamide

HRID 2109081Notes

Reaction equation

HRID 2109081 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH2:14][C:15]([F:18])([F:17])[F:16])[CH2:10][C:11]([OH:13])=O)=[CH:5][C:4]=1[C:19]([F:22])([F:21])[F:20])#[N:2].[CH:23]1([NH2:29])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH2:14][C:15]([F:16])([F:18])[F:17])[CH2:10][C:11]([NH:29][CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[O:13])=[CH:5][C:4]=1[C:19]([F:20])([F:21])[F:22])#[N:2]

Participants

3

Reactant 2

HCID 7965CyclohexylamineHCID 57633731N-[4-cyano-3-(trifluoromethyl)phenyl]-N-(2,2,2-trifluoroethyl)glycine

Product 1

HCID 11774153N2-[4-Cyano-3-(trifluoromethyl)phenyl]-N1-cyclohexyl-N2-(2,2,2-trifluoroethyl)glycinamide

Procedure

Synthesized as described in example 3 using N-[4-cyano-3-(trifluoromethyl)phenyl]-N-(2,2,2-trifluoroethyl)glycine and cyclohexylamine: 1H NMR (400 MHz, CDCl3) δ 7.68 (d, J=8.8 Hz, 1H), 7.03 (d, J=2.6 Hz, 1H), 6.92 (dd, J=8.8, 2.7 Hz, 1H), 5.81 (d, J=8.0 Hz, 1H), 4.12 (s, 2H), 4.10 (q, J=8.6 Hz, 2H), 3.80 (m, 1H), 1.83 (m, 2H), 1.63 (m, 3H), 1.32 (m, 2H), 1.08 (m, 3H).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-9f5e32f6e40247e2b258d9cd8bf0b647
Source dataset
uspto-grants-2009_04
Patent number
US07514470B2

Reaction notes

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