Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86669446 | HCID 86669446 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 67206982 | HCID 67206982 | 87% |
Reaction Steps
(1-acetyl-6-bromo-2-propyl-1,2,3,4-tetrahydro-4-quinolinyl)formamide (for a preparation see intermediate 88) (0.5 g, 1.474 mmol) was suspended in ethanol (4 mL) and treated with HCl (5N in water, 1 ml, 5.00 mmol). The resulting mixture was stirred at 75° C. for 40 min under microwave irradiation then cooled to room temperature. The reaction mixture was basified with a saturated NaHCO3 aqueous solution (50 mL), and 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-propyl-1,2,3,4-tetrahydro-4-quinolinamine (399 mg, 1.28 mmol, 87%)
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-0c2ad309cb0c454a82e7af3f133165a8 |
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| Source note | uspto-grants-2013_11 |
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