Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Isobutyraldehyde | HCID 6561 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HCID 67019907 | HCID 67019907 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59785897 | HCID 59785897 | — |
Reaction Steps
To 6-(2-chlorophenyl)-5-(4-chlorophenyl)-3-propionylpyridin-2(1H)-one (350 mg, 0.940 mmol), was added isobutyraldehyde (0.384. mL, 4.23 mmol), pyrrolidine (0.117 mL, 1.41 mmol) and acetonitrile (1.5 mL) The reaction was heated in a CEM Discover microwave system to 90° C. in a sealed microwave tube for 50 min. An additional charge of isobutyraldehyde (0.4 mL, 4.4 mmol) was added and the reaction was heated by microwave to 100° C. for 25 min and then 110° C. for 25 min. The reaction was diluted with EtOAc and washed with brine. The reaction was concentrated and the residue was purified by flash chromatography on silica gel gradient eluted with 0-60% EtOAc in hexane to afford the title compound. (LC-2) HPLC/MS: 426.1 (M+1), 428.1 (M+3); Rt=4.45 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07999107B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-99f32d4aaedb471e8184da97619b0088 |
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| Source note | uspto-grants-2011_08 |
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