Dimethylformamide → 2-(4-Chloro-3-isopropyl-5-trifluoromethyl-pyrazol-1-yl)-1-[4-(4-chloro-3-methoxy-phenyl)-piperazin-1-yl]-ethanone

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	1-[4-(4-Chloro-3-methoxyphenyl)-piperazine-1-yl]-ethanone	HCID 21070991	—
Reactant	HCID 178440440	HCID 178440440	—
Solvent	Ethyl acetate hexane	HCID 21226206	—
Product	2-(4-Chloro-3-isopropyl-5-trifluoromethyl-pyrazol-1-yl)-1-[4-(4-chloro-3-methoxy-phenyl)-piperazin-1-yl]-ethanone	HCID 21071058	—

Reaction Steps

Protocol T was followed using 4-Chloro-3-isopropyl-5-trifluoromethyl-1-H-pyrazol, K2CO3, 1-[4-(4-Chloro-3-methoxyphenyl)-piperazine-1-yl]-ethanone and DMF. Column chromatography using a solvent mixture (hexane/ethyl acetate=2/3, Rf=0.45) afforded the title compound as white solid. 1H NMR (400 MHz, CDCl3); 7.19-7.22 (d, 2H), 6.38-6.48 (m, 2H), 5 (s, 2H), 3.86 (s, 3H), 3.62-3.78 (m, 4H), 3.08-3.18 (m, 4H), 2.98-3.04 (m, 1H), 1.35-1.41 (d, 6H). 13C NMR (400 MHz, CDCl3): 163.8, 154.8, 150.5, 130, 109.8, 102, 56.4, 52.8, 50, 49.8, 45.2, 42.6, 26.8, 20.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07449576B1
Source dataset	uspto-grants-2008_11
ORD ID	ord-04a818fd69aa4b7084ad538e1e2238cf
Source note	uspto-grants-2008_11