HCID 59258597, compound → HCID 60057263, compound

Participants

Reaction Steps

Preparation of alcohol derivative used to prepare Compounds 1-4: To a solution of 2-[2-(pyridin-2-yl)-ethoxy]-4-(methoxycarbonyl)-6-(morpholin-4-yl)-pyrimidine (0.81 g, 2.35 mmol) in ethanol sodium borohydride (4 eq, 0.36 g) was added in portions and the reaction mixture was refluxed for 3 hours. Solvent was removed, the reaction mixture distributed between ethyl acetate and water, organic solution washed with brine, dried and concentrated to give crude alcohol. The above alcohol (0.64 g, 2 mmol) was heated in toluene at 85° C. with manganese dioxide, (10 eq, 1.75 g) for 4 hours to give 2-[2-(pyridin-2-yl)-ethoxy]-4-formyl-6-(morpholin-4-yl)-pyrimidine (0.3 g, 48%) which was isolated by column chromatography.

Provenance & Evidence