Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclopentylamine | HCID 2906 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 22325501 | HCID 22325501 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Diethylether ethylacetate | HCID 21584169 | — |
| Product | HCID 22325500 | HCID 22325500 | 100% |
Reaction Steps
To a solution of 4,6-dichloro-5-(2-fluorophenyl)-2-methylthiopyrimidine (0.74 g, 256 mmol) in methylene chloride (1 ml) at room temperature under nitrogen atmosphere was added cyclopentyl-amine (1.01 ml, 10.24 mmol) and the reaction mixture was stirred at room temperature for 15 hours. The reaction mixture was then diluted with 1:1 v/v diethyl ether ethyl acetate (75 ml), washed with 1 M aqueous hydrochloric acid (2×75 ml), saturated aqueous sodium bicarbonate solution (75 ml) and saturated brine (75 ml), dried over magnesium sulfate and concentrated in vacuo to afford a colorless syrup. The crude product was chromatographed on silica gel eluting with 95:5 v/v hexane: ethyl acetate to afford 0.87 g (100% yield) of the title compound as a white crystalline solid (melting point: 81–83° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07230104B2 |
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| Source dataset | uspto-grants-2007_06 |
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| ORD ID | ord-9df0ca47bf5a4efab8deb0342c959928 |
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| Source note | uspto-grants-2007_06 |
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