Cyclopropanemethanamine → N2-[4-Cyano-3-(trifluoromethyl)phenyl]-N1-(cyclopropyl methyl)-N2-ethylglycinamide

HRID 2109076Notes

Reaction equation

HRID 2109076 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH2:14][CH3:15])[CH2:10][C:11]([OH:13])=O)=[CH:5][C:4]=1[C:16]([F:19])([F:18])[F:17])#[N:2].[CH:20]1([CH2:23][NH2:24])[CH2:22][CH2:21]1>>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]([CH2:14][CH3:15])[CH2:10][C:11]([NH:24][CH2:23][CH:20]2[CH2:22][CH2:21]2)=[O:13])=[CH:5][C:4]=1[C:16]([F:19])([F:18])[F:17])#[N:2]

Participants

3

Reactant 2

HCID 75646CyclopropanemethanamineHCID 11380252N-[4-cyano-3-(trifluoromethyl)phenyl]-N-ethylglycine

Product 1

HCID 11461512N2-[4-Cyano-3-(trifluoromethyl)phenyl]-N1-(cyclopropyl methyl)-N2-ethylglycinamide

Procedure

Synthesized as described in example 3 using N-[4-cyano-3-(trifluoromethyl)phenyl]-N-ethylglycine and 1-cyclopropylmethanamine: 1H NMR (400 MHz, CDCl3) δ 7.63 (d, J=8.8 Hz, 1H), 6.96 (d, J=2.6 Hz, 1H), 6.79 (dd, J=8.8, 2.8 Hz, 1H), 6.06 (bs, 1H), 3.97 (s, 2H), 3.56 (q, J=7.1 Hz, 2H), 3.13 (t, J=6.3 Hz, 2H), 1.26 (t, J=7.1 Hz, 3H), 0.87 (m, 1H), 0.45 (m, 2H), 0.14 (m, 2H).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-524def11940b4edd963663394fe80624
Source dataset
uspto-grants-2009_04
Patent number
US07514470B2

Reaction notes

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