HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 57619358, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 57619406 | HCID 57619406 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 57619358 | HCID 57619358 | — |
Reaction Steps
To 5-cyano-3-dimethylaminomethyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester (634, 2.60 g, 8.66 mmol) in toluene (60.0 mL) under an atmosphere of nitrogen was added ethyl chloroformate (0.828 mL, 8.66 mmol). The reaction was stirred at room temperature for 3 hours, then poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% to 100% ethyl acetate in hexane to give a white solid (635, 400 mg, 16%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169250B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-3eeef59e6d6d41bbb3b3a2be06fe9012 |
| Source note | uspto-grants-2015_10 |