Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | HCID 86686221 | HCID 86686221 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68310467 | HCID 68310467 | 98.1% |
Reaction Steps
{2-Fluoro-3-[2-(piperidin-4-yl)pyrimidin-5-yl]phenyl}methanol (80 mg) was mixed with dichloromethane (1.6 ml), and TEA (85 mg) and acetyl chloride (48 mg) were added thereto at 0° C. The reaction mixture was concentrated under reduced pressure, the residue was mixed with MeOH, and a 1M aqueous NaOH solution (0.8 ml) was added thereto, followed by stirring for 3 hours. 1M hydrochloric acid was added to the reaction mixture, and CHCl3/water was added to the reaction liquid. The aqueous layer was extracted with CHCl3, and the prepared organic layer was dried over Na2SO4 and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (CHCl3/MeOH) to obtain 1-(4-{5-[2-fluoro-3-(hydroxymethyl)phenyl]pyrimidin-2-yl}piperidin-1-yl)ethanone (90 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09051283B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-5067ae68195147a9921a1f1e764a54bd |
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| Source note | uspto-grants-2015_06 |
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