HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 33239760, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Fluorobenzoyl chloride | HCID 67879 | — |
| Reactant | Propanedioic acid, 2-amino-, 1,3-diethyl ester, hydrochloride (1:1) | HCID 3084143 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 33239760 | HCID 33239760 | 70% |
Reaction Steps
To a solution of diethyl aminomalonate hydrochloride (5.0 g, 23.6 mmol) in pyridine (7.64 ml, 94.5 mmol) and dimethylformamide (60 ml) was added p-fluorobenzoyl chloride (4.19 ml, 35.4 mmol). The reaction mixture was stirred at room temperature for 15 hours. After removing the solvents, the residue was redissolved in dichloromethane, washed with water, brine and dried over Na2SO4. After removing the solvents, the crude residue was purified by flash chromatography on silica (CH2Cl2/MeOH 30:1) to yield the title compound as a white solid (4.9 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193741B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-7ebd1ab6228c4990884cd042c4725495 |
| Source note | uspto-grants-2015_11 |