Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | cis-1-Acetyl-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinamine | HCID 67194540 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67194539 | HCID 67194539 | 91% |
Reaction Steps
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).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08697725B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-4a1795319646412593ec68fdbab3df3c |
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| Source note | uspto-grants-2014_04 |
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