3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 69950041, compound

HRID 1397344Notes

Reaction equation

HRID 1397344 reaction equation
[C:1]1([C:7]2[S:11][C:10]([CH2:12][CH2:13][NH2:14])=[N:9][CH:8]=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:11][C:10]([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)=[N:9][CH:8]=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 62923065HCID 62923065, compound

Product 1

HCID 69950041HCID 69950041, compoundYield 5%

Procedure

This compound was synthesized from 2-(5-phenylthiazol-2-yl)ethanamine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (7 mg, yield 5%). 1H NMR (400 MHz, MeOD) δ 8.60-8.59 (t, J=1.4 Hz, 1H), 8.31-8.28 (dt, J=7.8 Hz, 1.4 Hz, 1H), 8.08-8.05 (dt, J=7.9 Hz, 1.3 Hz, 1H), 7.96 (s, 1H), 7.72-7.68 (t, J=7.9 Hz, 1H), 7.61-7.59 (m, 2H), 7.43-7.39 (m, 2H), 7.36-7.32 (m, 1H), 3.85-3.82 (t, J=6.9 Hz, 2H), 3.40-3.36 (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-9cbbb7ca29a246199c95f9eec56f4dc4
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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