HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67396230, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | HCID 67398625 | HCID 67398625 | — |
| Reactant | HCID 178418348 | HCID 178418348 | — |
| Product | HCID 67396230 | HCID 67396230 | 25% |
Reaction Steps
To a solution of tert-butyl ({1-[(3-cyanophenyl)sulfonyl]-5-(2-fluoropyridin-3-yl)-1H-pyrrol-3-yl}methyl)methylcarbamate (431 mg) in diethyl ether (4 mL) was added a 1.0 mol/L solution (2.4 mL) of methyllithium in diethyl ether at −78° C., and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=1:1) to give the title compound as a brown oil (yield 110 mg, 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933105B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-9210abf4277b42e79eec103b91ef16cf |
| Source note | uspto-grants-2015_01 |