3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 53327950, compound

HRID 875036Notes

Reaction equation

HRID 875036 reaction equation
OC(C(F)(F)F)=O.[C:8]1([C:14]2[S:15][CH:16]=[C:17]([C:19]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)=[O:20])[N:18]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[F:27][C:28]([F:44])([F:43])[C:29]1[O:33][N:32]=[C:31]([C:34]2[CH:35]=[C:36]([CH:40]=[CH:41][CH:42]=2)[C:37](O)=[O:38])[N:30]=1>>[C:8]1([C:14]2[S:15][CH:16]=[C:17]([C:19]([N:21]3[CH2:26][CH2:25][N:24]([C:37](=[O:38])[C:36]4[CH:40]=[CH:41][CH:42]=[C:34]([C:31]5[N:30]=[C:29]([C:28]([F:44])([F:43])[F:27])[O:33][N:32]=5)[CH:35]=4)[CH2:23][CH2:22]3)=[O:20])[N:18]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 86673542HCID 86673542, compound

Product 1

HCID 53327950HCID 53327950, compoundYield 37%

Procedure

This compound was synthesized from (2-phenylthiazol-4-yl)(piperazin-1-yl)methanone TFA salt and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described for example 37 step 3 (145 mg, yield 37%). 1H NMR (400 MHz, DMSO-d6) δ 8.22 (s, 1H), 8.16-8.14 (m, 1H), 8.10 (s, 1H), 7.96 (m, 2H), 7.74-7.72 (m, 2H), 7.52 (m, 3H), 3.89-3.69 (m, 6H), 3.48 (s, 2H). MS (ESI) m/z: Calculated for C24H18F3N5O3S: 513.11. found: 514.3 (M+H)+

Sources & evidence

ORD record
ord-f9c95c1a68fa441b81818e6e2a911bcb
Source dataset
uspto-grants-2015_03
Patent number
US08981084B2

Reaction notes

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