HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 25115872, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Methoxybenzyl bromide | HCID 165021 | — |
| Reactant | HCID 68725752 | HCID 68725752 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 25115872 | HCID 25115872 | — |
Reaction Steps
2-Methyl-4-(3-phenylpyrrolidin-1-yl)quinolin-6-ol (0.05 g; see Example 42 below) was stirred with sodium hydride (60% dispersion in mineral oil; 0.035 g) in DMF (2 mL) for 15 minutes, after which 4-methoxybenzyl bromide (0.12 g) was added. After 18 hours, the reaction mixture was diluted with water and extracted with dichloromethane, washed with water, dried (MgSO4), filtered and evaporated to give a brown oil. The residue was purified by chromatography on silica eluting with a mixture of dichloromethane, and methanol. Evaporation of the desired fractions gave the title compound as a cream solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759348B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-41f4343460ba4b4c90505dab7f24434e |
| Source note | uspto-grants-2014_06 |