HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 178522213, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | HCID 178418824 | HCID 178418824 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178522213 | HCID 178522213 | 90.9% |
Reaction Steps
To a solution of 3-aminopyridin-2-ol (8.05 g, 73.0 mmol) in DCM (20 mL) was added CbzCl (13.2 mL, 93.0 mmol) and Na2CO3 (18.0 g, 170 mmol). The mixture was stirred at room temperature overnight. Ethyl acetate (500 mL) was added and the mixture was washed with NaHCO3 (50 mL). The organic phase was dried over MgSO4, filtered and concentrated. The crude product was purified by combi-flash (ISCO, 40 g silica, MeOH/DCM from 3% to 5%, UV254) to afford benzyl (2-hydroxypyridin-3-yl)carbamate (16.2 g, 90% yield): MS (ES) m/z 245 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145393B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-1247cc8a58254fa085f87a4a0a62fe45 |
| Source note | uspto-grants-2015_09 |