HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 178437135, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 15342642 | HCID 15342642 | — |
| Reactant | HCID 23112159 | HCID 23112159 | — |
| Catalyst | Titanium isopropoxide | HCID 11026 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178437135 | HCID 178437135 | 61.7% |
Reaction Steps
A solution of 5-amino-1-chloro-4-vinylisoquinoline (0.6 g) and Intermediate 9 (1.8 g) in dichloromethane (13 ml) was added with titanium tetraisopropoxide (1.7 ml) at room temperature, and stirred at room temperature for 22 hours. The reaction mixture was added with methanol (13 ml), and sodium borohydride (444 mg), and stirred at room temperature for two hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate (60 ml), and ethyl acetate (60 ml), and the precipitates were removed by filtration. Then, the organic layer was separated, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:acetone=5:4) to obtain the title compound (890 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07160894B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-af34460b651c41f7b1b84eb284116ad9 |
| Source note | uspto-grants-2007_01 |