Dimethylformamide → 2-(3-Amino-4-bromo-5-phenyl-pyrazol-1-yl)-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	4-Bromo-3-phenyl-1H-pyrazol-5-amine	HCID 594319	—
Reactant	1-(Chloroacetyl)-4-(4-fluorophenyl)piperazine	HCID 1848511	—
Solvent	Ethyl acetate hexane	HCID 21226206	—
Product	2-(3-Amino-4-bromo-5-phenyl-pyrazol-1-yl)-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone	HCID 21071045	—

Reaction Steps

Protocol T was followed using 4-Bromo-5-phenyl-1H-pyrazol-3-ylamine, K2CO3, 2-Chloro-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone and DMF. Column chromatography using a solvent mixture (hexane/ethyl acetate=3/7) afforded the title compound as yellow solid. 1H NMR (400 MHz, CDCl3): 7.74-7.78 (m, 2H), 7.24-7.36 (m, 3H), 6.86-6.92 (m, 2H), 6.74-6.78 (m, 2H), 4.9 (s, 2H), 4.22 (s, 2H), 3.64-3.74 (m, 4H), 2.86-3.04 (m, 4H). 13C NMR (400 MHz, CDCl3): 164, 146.2, 144.8, 128, 126.8, 118, 114.8, 60, 50.2, 50, 48.8, 46, 42, 20.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07449576B1
Source dataset	uspto-grants-2008_11
ORD ID	ord-9022d53f02c74592a232491dfdcb1553
Source note	uspto-grants-2008_11