Ammonium Hydroxide → HCID 1510471, compound

Participants

Role	Name	HCID	Charge
Reactant	Ammonium Hydroxide	HCID 14923	—
Reactant	4-Bromopyrazole	HCID 16375	—
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	1-Iodo-4-(trifluoromethoxy)benzene	HCID 2777294	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Diethyl Ether	HCID 3283	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 1510471	HCID 1510471	68.4%

Reaction Conditions

Temperature	130 °C

Reaction Steps

4-Bromopyrazole (1.5 g, 10 mmol) and 4-iodotrifluoromethoxybenzene (3.0 g, 10.3 mmol) were stirred DMF (8 mL) and treated with potassium phosphate (6.3 g, 30 mmol) and CuI (0.5 g, 2.6 mmol). The solution was stirred and heated to 130° C. for 30 min, then it was cooled to ambient temperature and poured into 1 N NH4OH (50 mL). The solid precipitate was isolated by filtration, re-dissolved in ether, filtered and concentrated to a tan solid. Recrystallization from EtOH gave an off-white solid (2.1 g): mp 63-65° C.; LCMS 308.6 (M+1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09179681B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-9806c5e31c3f4d41a4a679b1b9d120a1
Source note	uspto-grants-2015_11