HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709738Generated: October 25, 2026
Hydrochloric Acid → 4-Chloro-6-((6-(2,2-dimethylpropyl)-5-(2-fluoro-5-methoxyphenyl)pyridin-2-yl)methoxy)-5-methoxypyrimidine
https://huagongshe.com/reaction/709738
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,6-Dichloro-5-methoxypyrimidine | HCID 78720 | — |
| Reactant | (5-(2-Fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-yl)methanol | HCID 117759814 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Chloro-6-((6-(2,2-dimethylpropyl)-5-(2-fluoro-5-methoxyphenyl)pyridin-2-yl)methoxy)-5-methoxypyrimidine | HCID 117760263 | 94% |
Reaction Steps
To a solution of 4,6-dichloro-5-methoxypyrimidine (450 mg) and (6-(2,2-dimethylpropyl)-5-(2-fluoro-5-methoxyphenyl)pyridin-2-yl)methanol (760 mg) in THF (8.0 mL) was added 60% sodium hydride (200 mg) at 0° C., and the mixture was stirred at 50° C. for 2 hr. The reaction mixture was neutralized with 1N hydrochloric acid, and 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 (1.05 g) as a white solid.
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-509e63ab996b4640a72d67164b916ff6 |
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| Source note | uspto-grants-2015_11 |
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