HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(5-Bromo-2-chloro-pyrimidin-4-ylsulfanyl)-butan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Bromo-2,4-dichloropyrimidine | HCID 289973 | — |
| Reactant | 4-Sulfanylbutan-1-ol | HCID 548261 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(5-Bromo-2-chloro-pyrimidin-4-ylsulfanyl)-butan-1-ol | HCID 58981899 | — |
Reaction Steps
A solution of 2.27 g (10.0 mmol) of 5-bromo-2,4-dichloro-pyrimidine in 30 ml of acetonitrile is mixed while being stirred at −20° C. with 1.39 ml (10 mmol) of triethylamine. Then, a solution of 1.06 g (10 mmol) of 4-mercapto-1-butanol in 1 ml of acetonitrile is added in drops. The reaction mixture is heated overnight to room temperature while being stirred. The batch is filtered, and the filtrate is evaporated to the dry state. The residue that is obtained is purified by chromatography (Flashmaster II, hexane/ethyl acetate 1:1). 2.89 g (9.7 mmol, 97% of theory) of the product 4-(5-bromo-2-chloro-pyrimidin-4-ylsulfanyl)-butan-1-ol is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07288547B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-15557f5702e0467eabb7de0356413252 |
| Source note | uspto-grants-2007_10 |