HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 178519690, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2'-Methoxyacetophenone | HCID 68481 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | N-[(1H-Benzo[d]imidazol-2-yl)methyl]-N-(4-(aminomethyl)-benzyl)-5,6,7,8-tetrahydroquinolin-8-amine | HCID 21985008 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178519690 | HCID 178519690 | 134.8% |
Reaction Steps
To a stirred solution of 1-(2-methoxy-phenyl)-ethanone (69 μL, 0.50 mmol), N′-(1H-benzimidazol-2-ylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (200 mg, 0.50 mmol) and AcOH (0.10 mL, 1.4 mmol) in THF (5 mL) was added NaBH(OAc)3 and the mixture was stirred at room temperature for 48 hours. Purification of the crude light yellow foam to (267 mg) by column chromatography on silica gel (100:1:1-CH2Cl2:MeOH:NH4OH) followed by radial chromatography on silica gel (100:1:1-CH2Cl2:MeOH:NH4OH) afforded the desired product (83 mg, 27%) as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06864265B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-410d033c25f94fbc885c129994d06d78 |
| Source note | uspto-grants-2005_03 |