Hydrochloric Acid → 2-{4-Amino-2-[(3-chloro-4-methoxy-5-methylpyridin-2-yl)methyl]-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-8-yl}-N-methylacetamide hydrochloride

Temperature

23 °C

Ethanol (72 ml) was added to 2-{4-amino-2-[(3-chloro-4-methoxy-5-methylpyridin-2-yl)methyl]-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-8-yl}-N-methylacetamide (2.068 g, 4.485 mmol), and the resulting mixture was then stirred at 23° C. Thereafter, 1 M hydrochloric acid (1.346 ml, 1.346 mmol) was added to the reaction mixture, and the resulting mixture was then stirred for 25 minutes. Then, 1 M hydrochloric acid (0.897 ml, 0.897 mmol) was added to the reaction mixture over 4 minutes, and the resulting mixture was then stirred for 6 minutes. This operation was repeated further three times. Thereafter, 1 M hydrochloric acid (0.449 ml, 0.449 mmol) was added to the reaction mixture, and the resulting mixture was then stirred for 30 minutes. Concentrated hydrochloric acid (0.299 ml, 3.588 mmol) was added to the reaction mixture, and the resulting mixture was then stirred for 1 hour. The reaction mixture was cooled to 2° C. over 1 hour. Two hours later, the precipitated crystal was filtrated, was then washed with ethanol (10 ml), and was then dried under reduced pressure at 40° C. for 30 minutes, so as to obtain the above title compound (2.011 g, 4.169 mmol). Yield: 93%.

1. stirringthe resulting mixture was then stirred for 25 minutes
2. stirringthe resulting mixture was then stirred for 6 minutes
3. stirringthe resulting mixture was then stirred for 30 minutes
4. stirringthe resulting mixture was then stirred for 1 hour
5. temperatureThe reaction mixture was cooled to 2° C. over 1 hour
6. filtrationTwo hours later, the precipitated crystal was filtrated
7. washwas then washed with ethanol (10 ml)
8. customwas then dried under reduced pressure at 40° C. for 30 minutes

ORD record

ord-88b0918594d045b19e863e5966c27ba6

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08815880B2