3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 69950330, compound

HRID 1397404Notes

Reaction equation

HRID 1397404 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([C:13]([CH3:17])([CH3:16])[CH2:14][NH2:15])=[CH:11][N:12]=2)=[CH:4][CH:3]=1.[F:18][C:19]([F:35])([F:34])[C:20]1[O:24][N:23]=[C:22]([C:25]2[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=2)[C:28](O)=[O:29])[N:21]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][C:10]([C:13]([CH3:17])([CH3:16])[CH2:14][NH:15][C:28](=[O:29])[C:27]3[CH:31]=[CH:32][CH:33]=[C:25]([C:22]4[N:21]=[C:20]([C:19]([F:35])([F:34])[F:18])[O:24][N:23]=4)[CH:26]=3)=[CH:11][N:12]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 67325362HCID 67325362, compound

Product 1

HCID 69950330HCID 69950330, compoundYield 15%

Procedure

This compound was synthesized from 2-(2-(4-fluorophenyl)oxazol-5-yl)-2-methylpropan-1-amine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (30 mg, yield 15%). 1H NMR (400 MHz, MeOD) δ 8.48-8.47 (m, 1H), 8.28-8.25 (m, 1H), 8.00-7.97 (m, 3H), 7.68-7.64 (t, J=7.8 Hz, 1H), 7.21-7.16 (t, J=8.8 Hz, 2H), 7.00 (s, 1H), 3.66 (s, 2H), 1.46 (s, 6H). MS (ESI) m/z: Calculated for C23H18F4N4O3: 474.13. found: 475.2 (M+H)+.

Sources & evidence

ORD record
ord-d8dac785fc6b47e58e46651615fa46ce
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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