HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 178494050, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Iodo-4-methoxy-1H-pyrrolo[3,2-c]pyridine | HCID 24729414 | — |
| Reactant | HCID 178427786 | HCID 178427786 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178494050 | HCID 178494050 | 17.5% |
Reaction Steps
To a solution of 3-iodo-4-methoxy-1H-pyrrolo[3,2-c]pyridine (0.100 g) in DMF (5 mL) was added sodium hydride (60% dispersion in mineral oil, 36.5 mg), and the mixture was stirred at room temperature for 1 hr. cis-4-((tert-Butyl(dimethyl)silyl)oxy)cyclohexyl 4-methylbenzenesulfonate (351 mg) was added thereto, and the mixture was stirred overnight at room temperature. The reaction mixture was extracted with water and ethyl acetate, and the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (31.1 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371320B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-3284215cec674fef8fbf13b70d037201 |
| Source note | uspto-grants-2016_06 |