HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acryloyl chloride → N-(5-Bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyrimidin-4-yl)-N-(pyrrolidin-1-yl)acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | 5-Bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methyl-N-(pyrrolidin-1-yl)pyrimidin-4-amine | HCID 59258981 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | N-(5-Bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyrimidin-4-yl)-N-(pyrrolidin-1-yl)acrylamide | HCID 59258866 | — |
Reaction Steps
To a reaction solution of 5-bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methyl-N-(pyrrolidin-1-yl)pyrimidin-4-amine (3.14 g, 8.97 mmol) in anhyrous methylene chloride (120 ml) and hunig's base (4.68 ml) was added slowly a solution of acryloyl chloride (0.80 ml, 9.86 mmol) in methylene chloride (30 ml) dropwise at R.T. After stirring at R.T for 60 mins, the reaction mixture was concentrated under reduced pressure and the residue was purified by 120 g column eluted with 40% ethyl acetate:hexane to give the titled product weighted 3.5 g a white solid 97%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273755B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-284543df837a4b89884fe1d7456caf35 |
| Source note | uspto-grants-2012_09 |