2-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amine → N-(2-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropyl)-2-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)oxazole-4-carboxamide

HRID 1397388Notes

Reaction equation

HRID 1397388 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH:10]=[C:11]([C:13]([CH3:17])([CH3:16])[CH2:14][NH2:15])[N:12]=2)=[CH:4][CH:3]=1.[F:18][C:19]([F:34])([F:33])[C:20]1[O:24][N:23]=[C:22]([C:25]2[O:26][CH:27]=[C:28]([C:30](O)=[O:31])[N:29]=2)[N:21]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][CH:10]=[C:11]([C:13]([CH3:17])([CH3:16])[CH2:14][NH:15][C:30]([C:28]3[N:29]=[C:25]([C:22]4[N:21]=[C:20]([C:19]([F:34])([F:18])[F:33])[O:24][N:23]=4)[O:26][CH:27]=3)=[O:31])[N:12]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 673230862-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amineHCID 673239772-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)oxazole-4-carboxylic acid

Product 1

HCID 71212768N-(2-(2-(4-Fluorophenyl)oxazol-4-yl)-2-methylpropyl)-2-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)oxazole-4-carboxamideYield 13%

Procedure

This compound was synthesized from 2-(2-(4-fluorophenyl)oxazol-4-yl)-2-methylpropan-1-amine and 2-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)oxazole-4-carboxylic acid as described in example 8 step 6 (6 mg, yield 13%). 1H NMR (400 MHz, CDCl3) δ 8.88-8.86 (m, 1H), 8.49 (s, 1H), 8.25-8.21 (m, 2H), 7.46 (s, 1H), 7.23-7.19 (t, J=8.8 Hz, 2H), 3.62-3.60 (d, J=6.0 Hz, 2H), 1.39 (s, 6H). MS (ESI) m/z: Calculated for C20H15F4N6O4: 465.11. found: 466.1 (M+H)+.

Sources & evidence

ORD record
ord-694a15136ca44eb09c29273a917866ca
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

Loading…