Acetic Acid → HCID 86619261, compound

Participants

Reaction Steps

To a solution of 4-(2-aminoethyl)-morpholine (600 mg) stirring in anhydrous 1,2-dichloroethane (40 ml), was added 2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-carbaldehyde (1.31 g), followed by glacial acetic acid (277 μl) and sodium triacetoxy borohydride (1.27 g) added in several aliquots over 30 minutes. The reaction mixture was stirred for 12 hours at room temperature, then diluted with chloroform (50 ml), washed with 50% NaHCO3 solution and dried (MgSO4). The solvents were removed in vacuo to give a residue which was purified by flash silica chromatography to give (2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-ylmethyl)-(2-morpholin-4-yl-ethyl)-amine (398 mg), as a white solid.

Provenance & Evidence