Phenethylamine → 6-cyclopropyl-3-(2-phenylethyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

To a solution (15 mL) of methyl 2-amino-5-cyclopropylthiophene-3-carboxylate (0.5 g) in methylene chloride were added triphosgene (0.9 g) and triethylamine (1.5 mL), and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added 2-phenylethanamine (0.92 g), 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 residue was dissolved in methanol (10 mL), sodium methoxide (0.5 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 (0.86 g, 100%).

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 residue was dissolved in methanol (10 mL)
6. additionsodium methoxide (0.5 g) was 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 기록

ord-8641f3aee54b43ef8929fbe1953a1d48

출처 데이터셋

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08501750B2