1-(4-Methyl-1,3-thiazol-2-yl)piperazine → (4-(4-Methylthiazol-2-yl)piperazin-1-yl)(3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)methanone

HRID 875022Notes

Reaction equation

HRID 875022 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[S:5][CH:6]=1.[F:13][C:14]([F:30])([F:29])[C:15]1[O:19][N:18]=[C:17]([C:20]2[CH:21]=[C:22]([CH:26]=[CH:27][CH:28]=2)[C:23](O)=[O:24])[N:16]=1>>[CH3:1][C:2]1[N:3]=[C:4]([N:7]2[CH2:12][CH2:11][N:10]([C:23]([C:22]3[CH:26]=[CH:27][CH:28]=[C:20]([C:17]4[N:16]=[C:15]([C:14]([F:29])([F:13])[F:30])[O:19][N:18]=4)[CH:21]=3)=[O:24])[CH2:9][CH2:8]2)[S:5][CH:6]=1

Participants

3

Reactant 2

HCID 144798721-(4-Methyl-1,3-thiazol-2-yl)piperazineHCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid

Product 1

HCID 53327928(4-(4-Methylthiazol-2-yl)piperazin-1-yl)(3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)methanoneYield 39%

Procedure

This compound was synthesized from 4-methyl-2-(piperazin-1-yl)thiazole and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described for example 37 step 3 (90 mg, yield 39%) as yellow viscous liquid. 1H NMR (400 MHz, CDCl3) δ 8.23-8.19 (m, 2H), 7.67-7.61 (m, 2H), 6.20 (m, 1H), 3.94 (m, 2H), 3.57 (m, 6H), 2.26 (m, 3H). MS (ESI) m/z: Calculated for C18H16F3N5O2S: 423.10. found: 424.2 (M+H)+.

Sources & evidence

ORD record
ord-dca1663a58674a5e8926d0c581b5c65f
Source dataset
uspto-grants-2015_03
Patent number
US08981084B2

Reaction notes

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