HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(4-bromopyridin-2-yl)cyclopropanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | tert-butyl N-(4-bromo-2-pyridyl)-N-(cyclopropanecarbonyl)carbamate | HCID 90020567 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(4-bromopyridin-2-yl)cyclopropanecarboxamide | HCID 90020415 | 99.3% |
Reaction Steps
Dissolve tert-butyl N-(4-bromo-2-pyridyl)-N-(cyclopropanecarbonyl)carbamate (900 mg, 2.8 mmol) in DCM (8 mL), add slowly trifluoroacetic acid (4 mL). Stir the reaction at room temperature for 3 hrs. Pour the reaction mixture to water (50 mL), adjust to pH=7 with saturated NaHCO3 solution. Extract with EtOAc (15 mL×3), combine the organic layers; wash with brine (100 mL), dry over anhydrous Na2SO4. Concentrate under reduced pressure to give the crude product (670 mg) which is used without further purification. MS: (M+1): 243.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359338B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-70a4aee2e94a4b928473325da3c4b1f3 |
| Source note | uspto-grants-2016_06 |