3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 67347505, compound

HRID 1397371Notes

Reaction equation

HRID 1397371 reaction equation
[CH3:1][C:2]([C:6]1[O:7][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:9][N:10]=1)([CH3:5])[CH2:3][NH2:4].[F:17][C:18]([F:34])([F:33])[C:19]1[O:23][N:22]=[C:21]([C:24]2[CH:25]=[C:26]([CH:30]=[CH:31][CH:32]=2)[C:27](O)=[O:28])[N:20]=1>>[CH3:5][C:2]([C:6]1[O:7][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:9][N:10]=1)([CH3:1])[CH2:3][NH:4][C:27](=[O:28])[C:26]1[CH:30]=[CH:31][CH:32]=[C:24]([C:21]2[N:20]=[C:19]([C:18]([F:34])([F:33])[F:17])[O:23][N:22]=2)[CH:25]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 67325397HCID 67325397, compound

Product 1

HCID 67347505HCID 67347505, compoundYield 10%

Procedure

This compound was synthesized from 2-methyl-2-(5-phenyloxazol-2-yl)propan-1-amine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (18 mg, yield 10%) as a yellow viscous liquid. 1H NMR (400 MHz, MeOD) δ 8.50-8.49 (t, J=1.8 Hz, 1H), 8.28-8.25 (dt, J=7.8 Hz, 1.4 Hz, 1H), 8.00-7.98 (dt, J=7.8 Hz, 1.5 Hz, 1H), 7.68-7.64 (m, 3H), 7.39-7.36 (m, 3H), 7.32-7.27 (m, 1H), 4.58 (s, 2H), 1.54 (s, 6H). MS (ESI) m/z: Calculated for C23H19F3N4O3: 456.14. found: 457.2 (M+H)+.

Sources & evidence

ORD record
ord-61038c1d2fd243b1982771d5e10af01e
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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