Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroacetone | HCID 6571 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 69345556 | HCID 69345556 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58966902 | HCID 58966902 | 20% |
Reaction Steps
According to Scheme 14 Method A: A suspension of 1-(4-chloro-2-fluorobenzyl)-5-(4-hydroxyphenyl)pyridin-2(1H)-one (1 eq, 0.61 mmol, 0.20 g, Example 20 Step 2), K2CO3 (10 eq, 6.10 mmol, 0.84 g) and chloroacetone (4 eq, 2.43 mmol, 0.20 mL) in THF (10 mL) was heated in a microwave at 110° C. during 30 min. After filtration and evaporation, the resulting crude oil was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 25 g SiO2) using CH2Cl2/AcOEt 80/20 then washed with Et2O and was dried to afford 1-(4-chloro-2-fluorobenzyl)-5-(4-(2-oxopropoxy)phenyl)pyridin-2(1H)-one (0.12 mmol, 46 mg, 20%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399493B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-5459a01c202343d4af0ceb49251b2b85 |
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| Source note | uspto-grants-2013_03 |
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