3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 67324784, compound

HRID 1397320Notes

Reaction equation

HRID 1397320 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([CH2:13][CH2:14][NH2:15])[NH:10][N:9]=2)=[CH:4][CH:3]=1.[F:16][C:17]([F:33])([F:32])[C:18]1[O:22][N:21]=[C:20]([C:23]2[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=2)[C:26](O)=[O:27])[N:19]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[C:11]([CH2:13][CH2:14][NH:15][C:26](=[O:27])[C:25]3[CH:29]=[CH:30][CH:31]=[C:23]([C:20]4[N:19]=[C:18]([C:17]([F:33])([F:32])[F:16])[O:22][N:21]=4)[CH:24]=3)[NH:10][N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 62952260HCID 62952260, compound

Product 1

HCID 67324784HCID 67324784, compoundYield 13%

Procedure

This compound was synthesized from 2-(3-(4-fluorophenyl)-1H-1,2,4-triazol-5-yl)ethanamine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (11 mg, yield 13%). 1H NMR (400 MHz, CDCl3) δ 8.52 (s, 1H), 8.26-8.24 (d, J=7.8 Hz, 1H), 8.07-8.03 (m, 3H), 7.67-7.59 (m, 2H), 7.13-7.09 (t, J=8.7 Hz, 2H), 4.01-3.96 (q, J=5.9 Hz, 2H), 3.24-3.21 (d, J=6.1 Hz, 2H). MS (ESI) m/z: Calculated for C20H14F4N6O2: 446.11. found: 447.2 (M+H)+.

Sources & evidence

ORD record
ord-d9d8453c6fa04bafaff70ba35b60d318
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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