HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 90410366, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Fluorobenzyl bromide | HCID 68007 | — |
| Reactant | 6-Bromo-1H-pyrrolo[3,2-b]pyridine | HCID 24229256 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90410366 | HCID 90410366 | — |
Reaction Steps
A mixture of 6-bromo-1H-pyrrolo[3,2-b]pyridine (400 mg, 2.030 mmol) and sodium hydride (60% in mineral oil) (89 mg, 2.233 mmol) in 4 mL N,N-dimethylformamide was stirred at ambient temperature for 10 minutes and 1-(bromomethyl)-3-fluorobenzene (384 mg, 2.030 mmol) was added. The mixture was heated at 100° C. for 3 hours. The mixture was cooled to ambient temperature, diluted with 100 mL of ethyl acetate and washed successively with water and brine, dried over MgSO4, filtered, and concentrated. The residue was purified by flash chromatography on Analogix IntelliFlash280 eluting with 10 to 70% ethyl acetate/hexanes to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969375B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-18f5165278144650a28e54bfa6e37a18 |
| Source note | uspto-grants-2015_03 |