3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 53327902, compound

HRID 875002Notes

Reaction equation

HRID 875002 reaction equation
OC(C(F)(F)F)=O.[N:8]1([C:14]2[CH:15]=[N:16][CH:17]=[N:18][CH:19]=2)[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.[F:20][C:21]([F:37])([F:36])[C:22]1[O:26][N:25]=[C:24]([C:27]2[CH:28]=[C:29]([CH:33]=[CH:34][CH:35]=2)[C:30](O)=[O:31])[N:23]=1>>[N:18]1[CH:19]=[C:14]([N:8]2[CH2:13][CH2:12][N:11]([C:30]([C:29]3[CH:33]=[CH:34][CH:35]=[C:27]([C:24]4[N:23]=[C:22]([C:21]([F:36])([F:20])[F:37])[O:26][N:25]=4)[CH:28]=3)=[O:31])[CH2:10][CH2:9]2)[CH:15]=[N:16][CH:17]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 86673537HCID 86673537, compound

Product 1

HCID 53327902HCID 53327902, compoundYield 32%

Procedure

This compound was synthesized from 5-(piperazin-1-yl)pyrimidine TFA salt and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described for example 37 step 3 (50 mg, yield 32%). 1H NMR (400 MHz, MeOD) δ 8.61 (s, 1H), 8.52 (s, 2H), 8.29-8.26 (dt, J=6.7 Hz, 1.9 Hz, 1H), 8.23 (m, 1H), 7.76-7.71 (m, 2H), 3.99-3.83 (m, 2H), 3.69 (m, 2H), 3.49 (m, 2H), 3.44-3.36 (m, 2H). MS (ESI) m/z: Calculated for C18H15F3N6O2: 404.12. found: 405.2 (M+H)+

Sources & evidence

ORD record
ord-4f44d877997b410d8309b5045b7bd081
Source dataset
uspto-grants-2015_03
Patent number
US08981084B2

Reaction notes

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