HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(5-bromo-4-(trifluoromethyl)pyridin-2-yl)pivalamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 5-Bromo-4-(trifluoromethyl)pyridin-2-amine | HCID 28875348 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(5-bromo-4-(trifluoromethyl)pyridin-2-yl)pivalamide | HCID 97301693 | 85.7% |
Reaction Steps
In an ice bath, 29.8 g of pivaloyl chloride (226 mmol) was added dropwise to a solution of compound 5 (50.0 g, 207 mmol) and triethylamine (37.9 mL) in dichloromethane (300.0 mL) within one hour and then stirred for 2 hours until the starting materials disappeared. 150 mL of water was added into the reaction solution and stirred at room temperature for 10 minutes. The organic layer was separated, dried over anhydrous sodium sulfate, concentrated, and separated through a short column with ethyl acetate to give white solid (57.7 g, 85.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447101B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-0f6fd8b006f14602ba848464c8fc3fcd |
| Source note | uspto-grants-2016_09 |