Hydrochloric Acid → HCID 67357867, compound

Participants

Reaction Conditions

Reaction Steps

[3-Chloro-4-(3-fluoro-benzyloxy)-phenyl]-[7-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)benzo[4,5]thieno[2,3-d]pyrimidin-4-yl]-amine (0.92 g, 2 mmol) was dissolved in acetonitrile (5 mL) and filtered through a filter paper and filter paper washed with acetonitrile (2 mL). To the clear brown solution at 45° C. was added concentrated hydrochloric acid (37%, 0.14 mL, 2 mmol). To the resultant solid was added acetonitrile (5.0 mL) and then another equivalent of concentrated hydrochloric acid (37%, 0.14 mL, 2 mmol). The mixture was stirred at 45° C. for 1.5 hours when the reaction was judged complete by TLC (3% MeOH/Dichloromethane+one drop of triethylamine). The mixture was cooled to room temperature, filtered, and the solid was washed with acetonitrile (15 mL) and dried under vacuum at 40° C. over P2O5 for 16-18 hours to give ((2R)-3-{[4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino) [1]benzothieno[2,3-d]pyrimidin-7-yl]oxy}propane-1,2-diol hydrochloride (0.70 g, 77%).

Provenance & Evidence