HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 57522484, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 86630986 | HCID 86630986 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57522484 | HCID 57522484 | 60.3% |
Reaction Steps
tert-Butyl {[5-(2-formylphenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]methyl}methylcarbamate (218 mg) was dissolved in tetrahydrofuran (2 mL), and sodium borohydride (24 mg) and methanol (1 mL) were added at 0° C. After stirring at the same temperature for 30 min, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with 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→1:3) to give the title compound as a colorless oil (yield 132 mg, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436187B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-2412ca7d5ddb427ea12267b3ea6e2545 |
| Source note | uspto-grants-2013_05 |