3-(Chloromethyl)pyridine → HCID 20097008, compound

Participants

Reaction Conditions

Reaction Steps

5.0 g (33 mmol) of 7-hydroxy-[1,2,5]oxadiazolo[3,4-d]pyrimidine-1-oxide and 0.3 g (38 mmol) of lithium hydride are heated at 50° C. for 30 min in 70 ml of THF. After addition of a solution of 5.9 g (46 mmol) of 3-picolyl chloride in 30 ml of DMF, the mixture is heated at 60° C. for 2 h. The solvents are stripped off completely in a rotary evaporator, and the residue is digested several times with THF. The product is precipitated from the combined THF extracts by addition of ethereal hydrochloric acid and recrystallised from methanol. 1 g of 6-(3-picolyl)-[1,2,5]oxadiazolo[3,4-d]pyrimidine-7(6H)-one-1-oxide hydrochloride is obtained.

Provenance & Evidence