HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709619Generated: November 1, 2026
Methyl iodide → Ethyl 3-cyclopropyl-3-(6-(((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methyl)(methyl)amino)pyrimidin-4-yl)propanoate
https://huagongshe.com/reaction/709619
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Ethyl 3-cyclopropyl-3-(6-(((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methyl)amino)pyrimidin-4-yl)propanoate | HCID 117760162 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 3-cyclopropyl-3-(6-(((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methyl)(methyl)amino)pyrimidin-4-yl)propanoate | HCID 117759747 | 56.2% |
Reaction Steps
To a solution of ethyl 3-cyclopropyl-3-(6-(((5-(2-fluoro-5-methoxyphenyl)-6-isobutoxypyridin-2-yl)methyl)amino)pyrimidin-4-yl)propanoate (52 mg) in DMF (3.0 mL) were added potassium carbonate (21 mg) and iodomethane (20 μL), and the mixture was stirred at 40° C. for 17 hr. 60% Sodium hydride (10 mg) was added, and the mixture was stirred at room temperature for 1 hr. Saturated aqueous ammonium chloride solution was added, and the reaction mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (30 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181186B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-7566f1e99dc4439c9515f71c920c6993 |
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| Source note | uspto-grants-2015_11 |
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