Hydrochloric Acid → HCID 67194539, compound

cis-1-acetyl-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinamine (for a preparation see Intermediate 45) (45.53 g, 161 mmol) was dissolved in Methanol (160 ml) and HCl (5M solution in 2-propanol) (40 ml, 200 mmol) was slowly added over 10 mins. After a further 10 mins of stirring, the orange solution was concentrated down. Ether (250 mL) was added to the orange gummy solid and the suspension was stirred for 1 h. After this time, a pale yellow powdery suspension had formed. The mixture was left sitting overnight, then the yellow solid was filtered off and the solid was washed with ether and dried in the vacuum oven to yield a white solid—cis-1-acetyl-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinamine hydrochloride (46.65 g, 146 mmol, 91% yield).

1. concentrationthe orange solution was concentrated down
2. additionEther (250 mL) was added to the orange gummy solid
3. stirringthe suspension was stirred for 1 h
4. customAfter this time, a pale yellow powdery suspension had formed
5. waitThe mixture was left
6. waitsitting overnight
7. filtrationthe yellow solid was filtered off
8. washthe solid was washed with ether
9. customdried in the vacuum oven

ORD record

ord-4a1795319646412593ec68fdbab3df3c

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08697725B2