HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 86623346, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2,4-Dichloro-5-nitropyridine | HCID 12275765 | — |
| Reactant | tert-Butyl 7-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate | HCID 22061016 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86623346 | HCID 86623346 | — |
Reaction Steps
To a solution of the 7-amino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (5.2 g, 21.0 mmol) in ethanol (60 mL) and THF (15 mL) was added NaHCO3 (5.3 g, 63.0 mmol) followed by the product of Example 1, Step 3 (4.05 g, 21.0 mmol), and the reaction mixture was stirred overnight rt. The reaction mixture was concentrated then taken up in EtOAc and H2O extracted with EtOAc, the organic layers were combined, dried over MgSO4, filtered, and concentrated. The crude material was crystallized from EtOAc/hexane to give the title compound as a yellow solid. MS (ES+) m/e 406 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547779B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-0286d5fd66d64c1382c585dc40e2f807 |
| Source note | uspto-grants-2009_06 |