HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium → 6-Bromo-2-methyl-4-pyrrolidin-1-yl-quinolin-7-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 7-Benzyloxy-6-bromo-2-methyl-4-pyrrolidin-1-yl-quinoline | HCID 22054538 | — |
| Catalyst | Titanium Tetrachloride | HCID 24193 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Bromo-2-methyl-4-pyrrolidin-1-yl-quinolin-7-ol | HCID 135804120 | 63.5% |
Reaction Steps
To a cooled (0° C.) solution of 7-benzyloxy-6-bromo-2-methyl-4-pyrrolidin-1-yl-quinoline (2.3 g, 5.79 mmol) in dichloromethane (70 mL) was added a 1M solution of titanium tetrachloride in dichloromethane (48.6 mL, 48.6 mmol) within 20 min. After 1 h, the reaction mixture was poured onto an aqueous solution of sodium hydrogenocarbonate, extracted with dichloromethane and evaporated. 1.13 g of the title compound was obtained. Yellow solid, ISP-MS: m/e=308.1 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07012073B2 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-6cec9e2737ad44d08208feeb21c757ac |
| Source note | uspto-grants-2006_03 |