HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-butyl N-(4-bromo-2-pyridyl)-N-(cyclopropanecarbonyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | tert-butyl N-(4-bromopyridin-2-yl)carbamate | HCID 11680626 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl N-(4-bromo-2-pyridyl)-N-(cyclopropanecarbonyl)carbamate | HCID 90020567 | 98.8% |
Reaction Steps
Add cyclopropanecarbonyl chloride (1.42 g, 13.68 mmol) slowly to a solution of tert-butyl N-(4-bromo-2-pyridyl)carbamate (1.24 g, 4.6 mmol), Et3N (1.38 g, 13.68 mmol) in DCM (15 mL) at 0° C. After addition, stir the reaction at room temperature for 2 hrs. Pour the reaction mixture to water (50 mL), extract with EtOAc (15 mL×3), combine the organic layers and wash with brine (100 mL). Dry over anhydrous Na2SO4; concentrate under reduced pressure to give the crude product (1.55 g) which is used without further purification. MS: (M+1): 241.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359338B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-f7c92abafd794441b526cecb9bae2f37 |
| Source note | uspto-grants-2016_06 |