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

24 °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 24° 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 30 minutes. Then, 1 M hydrochloric acid (0.897 ml, 0.897 mmol) was added to the reaction mixture over 5 minutes, and the resulting mixture was then stirred for 5 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 4 hours. 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 (1.942 g, 4.026 mmol). Yield: 90%.

1. stirringthe resulting mixture was then stirred for 30 minutes
2. stirringthe resulting mixture was then stirred for 5 minutes
3. stirringthe resulting mixture was then stirred for 30 minutes
4. stirringthe resulting mixture was then stirred for 4 hours
5. filtrationThe precipitated crystal was filtrated
6. washwas then washed with ethanol (10 ml)
7. customwas then dried under reduced pressure at 40° C. for 30 minutes

ORD record

ord-0f3d538978e24531a3373fc56340c757

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08815880B2