反应详情

温度

0 °C

To a solution of 2-amino-4-methoxy-7-morpholin-4-yl-benzothiazol (100 mg, 0.4 mmol) in tetrahydrofurane (2 ml) were subsequently added N-ethyl-diisopropylamine (194 μl, 1.1 mmol) and tetrahydropyran-4-carbonyl chloride (77 mg, 0.52 mmol, dissolved in 0.5 ml tetrahydrofurane) and the mixture refluxed for 3 h. The mixture was then cooled to 0° C., methanol (0.4 ml) was added and the mixture slowly warmed to 20° C. Then the mixture was evaporated to dryness, dichloromethane was added (3 ml) and extracted with saturated aqueous sodium carbonate. After back extraction of the aqueous phase with two portions of dichloromethane (3 ml), the combined organic phases were dryed with Na2SO4 and the solvent evaporated. The crude product was was then chromatographed over SiO2, eluting with CH2Cl2/MeOH 98:2, the product fractions were pooled and the solvent evaporated, to afford the title compound as a beige powder (142 mg, 76% yield), MS: m/e=378(M+H+).

1. temperaturethe mixture refluxed for 3 h
2. temperaturethe mixture slowly warmed to 20° C
3. customThen the mixture was evaporated to dryness, dichloromethane
4. additionwas added (3 ml)
5. extractionextracted with saturated aqueous sodium carbonate
6. extractionAfter back extraction of the aqueous phase with two portions of dichloromethane (3 ml)
7. customthe solvent evaporated
8. customThe crude product was was then chromatographed over SiO2
9. washeluting with CH2Cl2/MeOH 98:2
10. customthe solvent evaporated