Amino-thienopyrimidine Series

Procedure:

MNR 99-3 (500 mg, 2.93 mmol, 1 equiv.) was stirred in ethanolamine (10% in water, 17.7 mL, 29.3 mmol, 10 equiv.) at 100 ˚C for 1 h.

AFter 1 h, no SM present on TLC although product couldn't be clearly seen either. Reaction mixture remains orange solution. Reaction was stopped and cooled to room temperature then partitioned between EtOAc and water. The aqueous phases were extracted with EtOAc then combined org. phases washed with brine, dried (MgSO₄), filtered and evaporated to yield 

Data:

Hazard and Risk Assessment: 

See Synthesis of 2-(thieno[3,2-d]pyrimidin-4-ylamino)ethanol (AEW 57-1)

InChi:

InChI=1S/C6H3ClN2S/c7-6-5-4(1-2-10-5)8-3-9-6/h1-3H

and

InChI=1S/C2H7NO/c3-1-2-4/h4H,1-3H2

to

InChI=1S/C8H9N3OS/c12-3-2-9-8-7-6(1-4-13-7)10-5-11-8/h1,4-5,12H,2-3H2,(H,9,10,11)