Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Cyanoacetamide | HCID 7898 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (E)-3-(Dimethylamino)-1-phenyl-2-p-tolylprop-2-en-1-one | HCID 59338827 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178423778 | HCID 178423778 | — |
Reaction Steps
A solution of (E)-3-(dimethylamino)-1-phenyl-2-p-tolylprop-2-en-1-one (Compound 113, 500 mg, 1.9 mmol), cyanoacetamide (175 mg, 2.1 mmol) and MeOH (0.2 ml, 2.2 mmol) in DMF (4 ml) was cannulated into a suspension of NaH (119 mg, 4.7 mmol, 95% in mineral oil) in DMF (2 ml) at room temperature. After the addition was completed, the reaction was heated to 95° C. for 2 hours. The reaction was quenched with water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over MgSO4, concentrated in vacuo. The solid residue was triturated with diethyl ether, filtered and dried under high vacuum to yield the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07728014B2 |
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| Source dataset | uspto-grants-2010_06 |
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| ORD ID | ord-40e5d926e818402a9e42f4951eaccddd |
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| Source note | uspto-grants-2010_06 |
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