HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59226240, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Phenyl-1-(phenylmethyl)-4-piperidinol | HCID 97333 | — |
| Reactant | 1-Benzyloxy-7-chloro-6-fluoro-isoquinoline | HCID 59818252 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 59226240 | HCID 59226240 | 86.2% |
Reaction Steps
566 mg of 1-Benzyl-4-phenyl-piperidin-4-ol (67) were dissolved in 6 ml of dry dimethyl acetamide. 48 mg of sodium hydride (95%) were added and after 1 h of stirring, 580 mg of 1-benzyloxy-7-chloro-6-fluoro-isoquinoline (61), dissolved in 6 ml of dry dimethyl acetamide were added. The course of the reaction was monitored by LCMS and 50 mg of sodium hydride were added several times until no further conversion could be observed. 10 mL of water were added. The resulting precipitate was purified by silica gel chromatography to give 930 mg of the desired product, sufficiently pure for further conversion. Rt=1.62 min (Method C). Detected mass: 536.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772492B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-ad6c03c0a62543429a44b5d7e74e53ca |
| Source note | uspto-grants-2014_07 |