(4-phenyl-1,3-thiazol-2-yl)methanamine → HCID 67347482, compound

HRID 1397307Notes

Reaction equation

HRID 1397307 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([CH2:12][NH2:13])[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:14][C:15]([F:31])([F:30])[C:16]1[O:20][N:19]=[C:18]([C:21]2[CH:22]=[C:23]([CH:27]=[CH:28][CH:29]=2)[C:24](O)=[O:25])[N:17]=1>>[C:1]1([C:7]2[N:8]=[C:9]([CH2:12][NH:13][C:24](=[O:25])[C:23]3[CH:27]=[CH:28][CH:29]=[C:21]([C:18]4[N:17]=[C:16]([C:15]([F:31])([F:30])[F:14])[O:20][N:19]=4)[CH:22]=3)[S:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 4016236(4-phenyl-1,3-thiazol-2-yl)methanamineHCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid

Product 1

HCID 67347482HCID 67347482, compoundYield 38%

Procedure

This compound was synthesized from (4-phenylthiazol-2-yl)methanamine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (60 mg, yield 38%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 8.59 (m, 1H), 8.31-8.29 (dd, J=7.8 Hz, 1.0 Hz, 1H), 8.12-8.10 (m, 1H), 7.91-7.89 (m, 2H), 7.67 (t, J=7.8 Hz, 1H), 7.47 (s, 1H), 7.44 (t, J=7.5 Hz, 2H), 7.38-7.34 (m, 1H), 7.23 (t, J=4.8 Hz, 1H), 5.04 (d, J=5.5 Hz, 2H). MS (ESI) m/z: Calculated for C20H13F3N4O2S: 430.07. found: 431.0 (M+H)+.

Sources & evidence

ORD record
ord-fb81ed91e6b741c39272049c2793abee
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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