反应详情

NaH (39 mg, 0.95 mmol) was added to a solution of the above ester (210 mg, 0.95 mmol) in THF (15 mL) at room temperature. After stirring for 5 min, α-bromoacetamide (134 mg, 0.97 mmol) and n-Bu4NI (10 mg) were added. The mixture was stirred at room temperature for 1 h, then NaH (39 mg, 0.95 mmol) was added, and the mixture was stirred for an additional 0.5 h. The reaction was quenched by addition of saturated aqueous NH4Cl, diluted with EtOAc, washed with brine, dried over Na2SO4, and concentrated giving an orange solid. The crude residue was recrystallized from MeOH giving 3-amino-2-carbamoyl-6-methyl-thieno[2,3-b]pyridine-4-carboxylic acid ethyl ester (160 mg, 60%), m.p. 205-208° C.

1. stirringThe mixture was stirred at room temperature for 1 h
2. stirringthe mixture was stirred for an additional 0.5 h
3. customThe reaction was quenched by addition of saturated aqueous NH4Cl
4. additiondiluted with EtOAc
5. washwashed with brine
6. dry with materialdried over Na2SO4
7. concentrationconcentrated
8. customgiving an orange solid
9. customThe crude residue was recrystallized from MeOH