N-(6-acetyl-2-chloro-3-methoxyphenyl)-2-(trifluoromethyl)thiazole-4-carboxamide → HCID 178487684, compound

HRID 925970Notes

Reaction equation

HRID 925970 reaction equation
[C:1]([C:4]1[C:9]([NH:10][C:11]([C:13]2[N:14]=[C:15]([C:18]([F:21])([F:20])[F:19])[S:16][CH:17]=2)=O)=[C:8]([Cl:22])[C:7]([O:23][CH3:24])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].ClC1C(OC)=CC=C2C=1N=C(C1SC=C(C#C)N=1)C=C2O>>[Cl:22][C:8]1[C:7]([O:23][CH3:24])=[CH:6][CH:5]=[C:4]2[C:9]=1[N:10]=[C:11]([C:13]1[N:14]=[C:15]([C:18]([F:21])([F:20])[F:19])[S:16][CH:17]=1)[CH:2]=[C:1]2[OH:3]

Participants

3

Reactant 2

HCID 68792612N-(6-acetyl-2-chloro-3-methoxyphenyl)-2-(trifluoromethyl)thiazole-4-carboxamideHCID 178437375HCID 178437375, compound

Product 1

HCID 178487684HCID 178487684, compoundYield 26%

Procedure

Compound 255a (white solid) was synthesized from compound 254a (1 g, 1 eq.) in 26% yield, following the procedure as described for compound 209a. 1H NMR (CDCl3, 400 MHz): δ (ppm) 4.07 (s, 3H), 6.78 (s, 1H), 7.09 (d, J=9.13 Hz, 1H), 8.14 (s, 1H), 8.30 (d, J=9.13 Hz, 1H), 9.93 (s, 1H); 19F NMR (CDCl3, 376 MHz): δ (ppm) −61.14 (s, 3F); MS (ESI, EI+): m/z=360.91 (MH+).

Sources & evidence

ORD record
ord-cfa61ad7f5934f689c56d8b2c2e046c3
Source dataset
uspto-grants-2016_03
Patent number
US09284307B2

Reaction notes

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