Acetic Acid → tert-butyl 11-chloro-6-oxo-3,4,7,11b-tetrahydro-2H-pyrido[3,2-e]pyrimido[1,2-c]pyrimidine-1(6H)-carboxylate

tert-Butyl (4-chloro-3-formylpyridin-2-yl)carbamate (1.2 g, 4.67 mmol), tert-butyl (3-amino-propyl)carbamate (855 mg, 4.91 mmol), and AcOH (0.28 g, 4.67 mmol) were suspended in toluene (50 mL), and stirred overnight at room temperature. The reaction mixture was concentrated. The crude intermediate was dissolved in NMP (8 mL) in a 40 mL sealed tube, and stirred for 30 min. at 160 ° C. The reaction mixture was cooled, and the resulting precipitate was filtered, washed with MeOH, and dried under vacuum. LC-MS (M+H=339, obsd.=339).

1. concentrationThe reaction mixture was concentrated
2. dissolutionThe crude intermediate was dissolved in NMP (8 mL) in a 40 mL
3. customsealed tube
4. stirringstirred for 30 min. at 160 ° C
5. temperatureThe reaction mixture was cooled
6. filtrationthe resulting precipitate was filtered
7. washwashed with MeOH
8. customdried under vacuum

ORD record

ord-2ff31f22f3b14146a229ca6c12cdc2f6

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08569295B2