HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-(5-tert-butyl-2-methylphenyl)-2-chloro-5-fluoropyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,4-Dichloro-5-fluoropyrimidine | HCID 250705 | — |
| Reactant | 5-tert-Butyl-2-methylaniline | HCID 13089979 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-(5-tert-butyl-2-methylphenyl)-2-chloro-5-fluoropyrimidin-4-amine | HCID 59191944 | 68.3% |
Reaction Steps
A solution of 2,4-dichloro-5-fluoropyrimidine (307 mg, 1.84 mmol), 2-methyl-5-t-butylaniline (300 mg, 1.84 mmol) and diisopropylethylamine (2 mL) in ethanol (2 mL) was heated at 80° C. for 16 h in an oil bath. The mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 40M, eluting with EtOAc/hexane to afford the product (369 mg, 68%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08252803B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-2220d4aaa3aa43c1ac090eb51e4aaf58 |
| Source note | uspto-grants-2012_08 |