HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentylamine → 5-Bromo-2-chloro-N-cyclopentyl-4-pyrimidinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentylamine | HCID 2906 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromo-2,4-dichloropyrimidine | HCID 289973 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Bromo-2-chloro-N-cyclopentyl-4-pyrimidinamine | HCID 44248247 | 89% |
Reaction Steps
In a large sealed tube is added 5-bromo-2,4-dichloropyrimidine (3 g, 13.2 mmol) in 100 mL of EtOH. Then cyclopentyl amine (1.95 mL, 19.75 mmol) and N,N′-diisopropylethylamine (3.36 mL, 19.8 mmol) are added to the solution at rt. The solution is then stirred rt overnight. Solvent is evaporated and the crude is purified using silica gel chromatography (15% ethyl acetate/85% hexane) to give (5-bromo-2-chloro-pyrimidin-4-yl)-cyclopentyl-amine as a white solid (3.25 g, 89%). MS (ESI) m/z 278.4 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09416136B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-b054df713e974e4dbd1c3e608b3b20e7 |
| Source note | uspto-grants-2016_08 |