Nitrogen → Pyrazolo[1,5-a]pyriMidine-5-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	Nitrogen	HCID 947	—
Reactant	Dimethylformamide	HCID 6228	—
Reactant	5-Chloropyrazolo(1,5-a)pyrimidine	HCID 21071759	—
Catalyst	Zinc cyanide (Zn(CN)2)	HCID 11186	—
Catalyst	HCID 178418397	HCID 178418397	—
Product	Pyrazolo[1,5-a]pyriMidine-5-carbonitrile	HCID 23156341	—

Reaction Conditions

Temperature	110 °C

Reaction Steps

To a mixture of 5-chloropyrazolo[1,5-a]pyrimidine (2-1) (1.0 g, 6.45 mmol) and Zn(CN)2 (770 mg, 6.58 mmol) in dried DMF (20 mL) exchanged by N2 was added Pd(PPh3)4 (400 mg, 3.46 mmol). The reaction mixture was stirred at 110° C. overnight. After cooled to the room temperature, the solution was concentrated and purified by chromatography on silica gel to afford the title compound (620 mg)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08507487B2
Source dataset	uspto-grants-2013_08
ORD ID	ord-9a7b5b65375e4e569f5106a99c593a5b
Source note	uspto-grants-2013_08