HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77481Generated: October 25, 2026
Diisopropylethylamine → 5-bromo-N-(3-chloro-4-(difluoromethoxy)phenyl)pyrimidin-2-amine
https://huagongshe.com/reaction/77481
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Chloro-4-(difluoromethoxy)aniline | HCID 2064153 | — |
| Reactant | 2,5-Dibromopyrimidine | HCID 10955588 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 5-bromo-N-(3-chloro-4-(difluoromethoxy)phenyl)pyrimidin-2-amine | HCID 86679771 | 64% |
Reaction Steps
To a solution of 3-chloro-4-(difluoromethoxy)aniline (0.814 g, 4.20 mmol) in butan-1-ol (10 mL), were added DIPEA (2.203 mL, 12.61 mmol) and 2,5-dibromopyrimidine (1 g, 4.20 mmol). The reaction mixture was stirred at 120° C. for 12 h and concentrated. The crude product was purified by flash chromatography on silica gel using 3% ethyl acetate in petroleum ether to give 5-bromo-N-(3-chloro-4-(difluoromethoxy)phenyl)pyrimidin-2-amine (0.8 g, 64%). LCMS (ES-ES), m/z 349.98.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08841301B2 |
|---|
| Source dataset | uspto-grants-2014_09 |
|---|
| ORD ID | ord-d4fc892fab6f4730921e790bf0d273cb |
|---|
| Source note | uspto-grants-2014_09 |
|---|
