HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-(2,4-Difluorophenylaminomethyl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2,4-Difluoroaniline | HCID 9709 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-(Chloromethyl)pyrimidine | HCID 14720296 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(2,4-Difluorophenylaminomethyl)pyrimidine | HCID 14720297 | — |
Reaction Steps
A 26.7 g. portion of 5-chloromethylpyrimidine was dissolved in 25 ml. of dimethylformamide, and 9.4 g. of 2,4-difluoroaniline was added, followed by 6.1 g. of sodium bicarbonate. The mixture was stirred for several days with gentle heating. It was then diluted with water and extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, and evaporated under vacuum to obtain 13.75 g. of oil. The oil was dissolved in dichloromethane and purified over silica gel, eluting with dichloromethane, to obtain 4.9 g. of the desired intermediate product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04874775 |
| Source dataset | uspto-grants-1989_10 |
| ORD ID | ord-ab79d7c96d77491996b56a547c151a16 |
| Source note | uspto-grants-1989_10 |