HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727940Generated: October 26, 2026
Benzenepropanoic acid → N-[4-(3-chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinyl]-3-phenylpropanamide
https://huagongshe.com/reaction/1727940
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzenepropanoic acid | HCID 107 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-(3-Chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinamine | HCID 17854576 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | N-[4-(3-chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinyl]-3-phenylpropanamide | HCID 58981790 | — |
Reaction Steps
51.4 mg (0.342 mmol) of 3-phenylpropionic acid was dissolved in 1 ml of thionyl chloride. A catalytic amount of DMF was added and stirred at room temperature for 3 hours. After the solvent was evaporated under reduced pressure, 45.4 mg (0.171 mmol) of 4-(3-chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinamine and 1 ml of pyridine were added and stirred at 50° C. overnight. After the solvent was evaporated under reduced pressure, the reaction mixture was diluted with ethyl acetate and washed with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1 to 1/1) to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07494989B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-355e01a8406546aab0d06881e218ff4f |
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| Source note | uspto-grants-2009_02 |
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