HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 67397251, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(Benzyloxy)benzene-1-sulfonyl chloride | HCID 4738385 | — |
| Reactant | tert-butyl {[4-fluoro-5-(2-fluoropyridin-3-yl)-1H-pyrrol-3-yl]methyl}methylcarbamate | HCID 67176761 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67397251 | HCID 67397251 | 102.2% |
Reaction Steps
To a solution of tert-butyl {[4-fluoro-5-(2-fluoropyridin-3-yl)-1H-pyrrol-3-yl]methyl}methylcarbamate (200 mg) in tetrahydrofuran (10 mL) was added sodium hydride (60% in oil, 50 mg), and the mixture was stirred at room temperature for 10 min. 4-(Benzyloxy)benzenesulfonyl chloride (210 mg) was added and the mixture was further stirred for 30 min. The reaction mixture was diluted with water, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=7:3→1:1) to give the title compound as a colorless oil (yield 360 mg, quantitative).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933105B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-52312f86b59a44999e61cc3e685f6ecd |
| Source note | uspto-grants-2015_01 |