2-Methoxy-5,7-dihydro-pyrrolo[3,4-d]pyriMidine-6-carboxylic acid tert-butyl ester synthesis

Yield:-

Reaction Conditions:

Stage #1:methyl carbamate with sodium ethanolate in ethanol for 0.25 h;
Stage #2:C₁₂H₂₂N₂O₂ in ethanol at 85; for 3.5 h;
Stage #3: with water;citric acid in ethanol

Steps:

65.B
Part B: Under argon, methyl carbamate (514 mg, 4.65 mmol) and NaOEt (21 % in EtOH, 2.02ml_) were stirred for 15 minutes. Then the compound 63 (372 mg, 1.55 mmol) was added. The mixture was stirred at 85 °C for 3.5 hours. The reaction mixture was quenched by 5% citric acid and evaporated to dryness. The residue was dissolved in EtOAc and washed with saturated NaHCO₃ solution, brine and dried. After concentration The residue was purified by column gave compound 64. HPLC-MS tR = 1.48 min (UV254 nm); mass calculated for formula C₁₂H₁₇N₃O₃ 251.1 , observed LCMS m/z 252.1 (M+H).

References:

SCHERING CORPORATION WO2009/14637, 2009, A2 Location in patent:Page/Page column 89-90