Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Formamide | HCID 713 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Methoxyphenylacetyl chloride | HCID 2734688 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 21541262 | HCID 21541262 | — |
Reaction Steps
To a stirring solution of (4-methoxyphenyl)acetyl chloride (0.500 g, 2.71 mmol) in acetone (1.0 mL) at 0° C. was added a solution of formamide (0.28 mL, 7.0 mmol) and pyridine (0.28 mL, 3.5 mmol) in acetone (1.0 mL). The resulting solution was stirred at 0° C. for 30 min and then overnight at rt. The reaction mixture was diluted with EtOAc and washed with 1M HCl, sat. NaHCO3 solution, brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude material was purified by column chromatography eluting with 1% MeOH in DCM yielding the title compound as an off-white solid. MS (ES+): m/z=194.11 [MH+]. HPLC: tR=2.57 min (ZQ3, polar—5 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178668B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-7c852c86dcf4424092556dcb747bfbf6 |
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| Source note | uspto-grants-2012_05 |
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