2-(Dimethylamino)ethanol → HCID 12566181, compound

Participants

Reaction Conditions

Reaction Steps

To 2-dimethylaminoethanol (1.3 g, o., 015 m) in DMF (25 mL) was added 57% NaH in mineral oil (0.63 g, 0.015 m). After stirring 0.5 hours at 25° C., a solution of 2-chloro-3-cyanopyridine (2 g, 0.015 m) in DMF (10 mL) was added. The reaction mixture was stirred 20 hours, concentrated to 10 mL and added to H2O (25 mL). The solution was extracted with CHCl3 ; the organic layer was dried, filtered and concentrated. The resulting oil was dissolved in Et2O and treated with HCl in MeOH to yield after recrystallization from Et2O-iso-PrOH 0.8 g (23%) of (XI) m.p. 148°-150° C.

Provenance & Evidence