Dimethylformamide → 4-Bromo-1-(oxan-4-yl)-1H-pyrazole

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	4-Bromopyrazole	HCID 16375	—
Reactant	Oxan-4-yl methanesulfonate	HCID 11344352	—
Product	4-Bromo-1-(oxan-4-yl)-1H-pyrazole	HCID 51063926	37.3%

Reaction Conditions

Temperature	80 °C

Reaction Steps

The mixture of tetrahydro-2H-pyran-4-yl methanesulfonate (U-2) (1.8 g, 10 mmol), 4-bromo-1H-pyrazole (1.46 g, 10 mmol) and K2CO3(1.4 g, 10 mmol) in DMF (10 mmol) was stirred at 80° C. overnight, then purified by chromatography to afford the title compound (861 mg). MS (m/z): 231 (M+1)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08987269B2
Source dataset	uspto-grants-2015_03
ORD ID	ord-2e3478ea3f884500847c8e4d2324601c
Source note	uspto-grants-2015_03