Acetonitrile → 2-Chloro-6-[3-(4-methyl-piperazin-1-yl)-prop-1-ynyl]-4-morpholin-4-yl-thieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/2098676

Participants

Role	Name	HCID	Charge
Reactant	Acetonitrile	HCID 6342	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	1-Methylpiperazine	HCID 53167	—
Reactant	Methanesulfonic acid 3-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-yl)-prop-2-ynyl ester	HCID 86618394	—
Solvent	Dichloromethane	HCID 6344	—
Product	2-Chloro-6-[3-(4-methyl-piperazin-1-yl)-prop-1-ynyl]-4-morpholin-4-yl-thieno[3,2-d]pyrimidine	HCID 86618395	—

Reaction Conditions

Temperature	50 °C

Reaction Steps

A mixture of methanesulfonic acid 3-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-yl)-prop-2-ynyl ester (150 mg), potassium carbonate (64 mg), N-methylpiperazine (45 μL) and acetonitrile (5 ml) were stirred at 50° C. for 3 hours. The reaction mixture was then cooled, diluted with dichloromethane, washed with brine, dried (MgSO4) and the solvents reduced in vacuo to yield 2-chloro-6-[3-(4-methyl-piperazin-1-yl)-prop-1-ynyl]-4-morpholin-4-yl-thieno[3,2-d]pyrimidine (101 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08450315B2
Source dataset	uspto-grants-2013_05
ORD ID	ord-2ebcab376aa04eac9c91f84fee1a1199
Source note	uspto-grants-2013_05