3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 67347693, compound

HRID 1397375Notes

Reaction equation

HRID 1397375 reaction equation
[C:1]1([C:7]2[S:8][C:9]([CH2:12][CH2:13][NH2:14])=[CH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:15][C:16]([F:32])([F:31])[C:17]1[O:21][N:20]=[C:19]([C:22]2[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=2)[C:25](O)=[O:26])[N:18]=1>>[C:1]1([C:7]2[S:8][C:9]([CH2:12][CH2:13][NH:14][C:25](=[O:26])[C:24]3[CH:28]=[CH:29][CH:30]=[C:22]([C:19]4[N:18]=[C:17]([C:16]([F:32])([F:31])[F:15])[O:21][N:20]=4)[CH:23]=3)=[CH:10][N:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 534073192-(2-Phenyl-1,3-thiazol-5-yl)ethan-1-amine

Product 1

HCID 67347693HCID 67347693, compoundYield 27%

Procedure

This compound was synthesized from 2-(2-phenylthiazol-5-yl)ethanamine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (35 mg, yield 27%) as an off white solid. 1H NMR (400 MHz, MeOD) δ 8.61 (t, J=1.5 Hz, 1H), 8.32-8.29 (dt, J=7.8 Hz, 1.3 Hz, 1H), 8.09-8.06 (dt, J=7.8 Hz, 1.5 Hz, 1H), 7.90-7.88 (m, 2H), 7.73-7.69 (t, J=7.9 Hz, 1H), 7.66 (s, 1H), 7.47-7.45 (m, 3H), 3.75-3.71 (t, J=6.8 Hz, 2H), 3.28-3.25 (t, J=6.8 Hz, 2H). MS (ESI) m/z: Calculated for C21H15F3N4O2S: 444.09. found: 445.0 (M+H)+.

Sources & evidence

ORD record
ord-ecdb0b1be52e42e1ba5a6f2b9908d56b
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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