HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 68432623, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1H-Pyrrolo(2,3-b)pyridine-5-carbonitrile | HCID 11788355 | — |
| Reactant | Benzyl (2,4-difluoro-3-formylphenyl)carbamate | HCID 58086235 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68432623 | HCID 68432623 | 31% |
Reaction Steps
Into a reaction vessel, (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (25, 10.00 g, 34.3 mmol), 1H-pyrrolo[2,3-b]pyridine-5-carbonitrile (13, 4.91 g, 34.3 mmol), 50.00 mL of anhydrous methanol, and potassium hydroxide (2.77 g, 49.4 mmol) were added under nitrogen and the reaction mixture was stirred at room temperature overnight. The reaction mixture was poured into 500 mL of water and extracted with 3×500 mL of ethyl acetate. The organic layers were combined and dried over magnesium sulfate, filtered, and the filtrate concentrated under vacuum. The resulting residue was purified using silica gel column chromatography to provide the desired compounds (26, 4.62 g, 31%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901301B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-a18fbcc2f2934cc79f0904bd433fcea3 |
| Source note | uspto-grants-2014_12 |