N-(2-acetyl-5-methoxyphenyl)-4-Isopropyl-2-Thiazolecarboxamide → N-(6-acetyl-2-chloro-3-methoxyphenyl)-4-isopropylthiazole-2-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	N-(2-acetyl-5-methoxyphenyl)-4-Isopropyl-2-Thiazolecarboxamide	HCID 20773655	—
Reactant	1-(2-Amino-3-chloro-4-methoxyphenyl)ethanone	HCID 29919988	—
Reactant	4-(Propan-2-yl)-1,3-thiazole-2-carbonyl chloride	HCID 57578796	—
Product	N-(6-acetyl-2-chloro-3-methoxyphenyl)-4-isopropylthiazole-2-carboxamide	HCID 56605150	80%

Reaction Steps

Compound 217d was synthesized from 1-(2-amino-3-chloro-4-methoxyphenyl)ethanone and compound 214 as a beige solid in 80% yield, according to the procedure as described for compound 217a. 1H NMR (CDCl3, 400 MHz) δ (ppm) 1.47 (s, 3H), 1.48 (s, 3H), 2.57 (s, 3H), 3.34-3.41 (quint, J=6.90 Hz, 1H), 3.98 (s, 3H), 6.86 (d, J=8.48 Hz, 1H), 7.64 (d, J=8.48 Hz, 1H), 8.07 (s, 1H); MS (ESI, EI−): m/z=351 (MH−); MS (ESI, EI+): m/z=353 (MH+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09353100B2
Source dataset	uspto-grants-2016_05
ORD ID	ord-f8c6cac9ea13488390ad83db1bfcf713
Source note	uspto-grants-2016_05