Dimethylformamide → 1-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-2-(4-bromo-3,5-dimethyl-pyrazol-1-yl)-ethanone

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	4-bromo-3,5-dimethyl-1H-pyrazole	HCID 76937	—
Reactant	1-(Chloroacetyl)-4-(4-fluorophenyl)piperazine	HCID 1848511	—
Solvent	Ethyl acetate hexane	HCID 21226206	—
Product	1-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-2-(4-bromo-3,5-dimethyl-pyrazol-1-yl)-ethanone	HCID 21071005	—

Reaction Steps

Protocol T was followed using 4-Bromo-3,5-dimethyl-pyrazole, K2CO3, 2-Chloro-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone and DMF. Column chromatography using a solvent mixture (hexane/ethyl acetate=1/1) afforded the title compound as a white solid. 1H NMR (400 MHz, CDCl3): 6.95–7.1 (m, 2H), 6.84–6.92 (dd, 2H), 4.90 (s, 2H), 3.62–3.82 (m, 4H), 3.02–3.12 (m, 4H), 2.24–2.34 (d, 6H). 13C NMR (400 MHz, CDCl3): 165, 158.4, 156.6, 150.6, 146.8, 141.4, 119, 115.6, 115.2, 52.6, 51.6, 50.4, 45.2, 42.2, 14.8, 12.6.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07157464B2
Source dataset	uspto-grants-2007_01
ORD ID	ord-461b32c3692f45d2beff477ecd688238
Source note	uspto-grants-2007_01