Choline, hydroxide → HCID 86680788, compound

Participants

Role	Name	HCID	Charge
Reactant	Choline, hydroxide	HCID 31255	—
Reactant	N-Hydroxy-2-[{[2-(6-methoxypyridin-3-yl)-4-(morpholin-4-yl)thieno[3,2-d]pyrimidin-6-yl]methyl}(methyl)amino]pyrimidine-5-carboxamide	HCID 54575456	—
Solvent	Dichloromethane methanol	HCID 21226129	—
Product	HCID 86680788	HCID 86680788	76%

Reaction Steps

To a solution of Compound 1 (200 mg, 0.39 mmol) in DCM/MeOH (60 mL/12 mL) was added choline hydroxide (106 mg, 0.39 mmol, 45% in MeOH). The mixture was stirred at room temperature for 2 h and was then concentrated to remove ˜30 mL of the solvent. Ethyl acetate (60 mL) was added and the mixture was stirred at room temperature for 2 h. After a small amount of precipitation occurred, the mixture was concentrated to remove ˜40 mL of the solvent and additional ethyl acetate (60 mL) was added. The mixture was stirred at room temperature for 2 h and filtered to afford Compound 5 as a white solid (180 mg, 76%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08710219B2
Source dataset	uspto-grants-2014_04
ORD ID	ord-5e850fec2cda474f8df957c6a330a2de
Source note	uspto-grants-2014_04