Triethylamine → 3-cyclopropyl-6-ethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

To a solution (40 mL) of methyl 2-amino-5-ethylthiophene-3-carboxylate (0.5 g) in methylene chloride were added triphosgene (0.8 g) and triethylamine (0.6 mL), and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added cyclopropylamine (1.88 mL), and the mixture was further stirred at room temperature for 1 hr. The reaction mixture was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained solid was dissolved in methanol (20 sodium methoxide (28% methanol solution, 0.64 g) was added, and the mixture was stirred at 60° C. for 2 hr. The reaction mixture was neutralized with hydrochloric acid (10% methanol solution), insoluble material was filtered off, and the solvent was evaporated under reduced pressure. The precipitated solid was collected by filtration to give the title compound as a colorless solid (0.28 g, 88%).

1. stirringthe mixture was further stirred at room temperature for 1 hr
2. washThe reaction mixture was washed with water and saturated brine
3. dry with materialdried over anhydrous magnesium sulfate
4. customThe solvent was evaporated under reduced pressure
5. dissolutionThe obtained solid was dissolved in methanol (20 sodium methoxide (28% methanol solution, 0.64 g)
6. additionwas added
7. stirringthe mixture was stirred at 60° C. for 2 hr
8. filtrationwas filtered off
9. customthe solvent was evaporated under reduced pressure
10. filtrationThe precipitated solid was collected by filtration

ORDレコード

ord-627bac46dadc4b439b26187867d28c32

出典データセット

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08501750B2