Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86669449 | HCID 86669449 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 68161085 | HCID 68161085 | 83% |
Reaction Steps
A suspension of (1-acetyl-6-bromo-2-ethyl-1,2,3,4-tetrahydro-4-quinolinyl)formamide (for a preparation see intermediate 4) (0.5 g, 1.538 mmol) in ethanol (4 mL) was treated with HCl (5N in water, 1 mL, 5.00 mmol) and the resulting mixture was stirred at 75° C. for 40 min under microwave irradiation then cooled to room temperature and basified with a saturated NaHCO3 aqueous solution (50 mL). The aqueous phase was extracted with AcOEt (3×50 mL). The combined organic phases were dried over MgSO4 then concentrated in vacuo to give (cis)-1-acetyl-6-bromo-2-ethyl-1,2,3,4-tetrahydro-4-quinolinamine (377 mg, 1.27 mmol, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08580957B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-a93b697151f64e3cb40efffeb9afa22f |
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| Source note | uspto-grants-2013_11 |
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