HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339751Generated: October 28, 2026
Ethyl 5-(chloromethyl)-2-furancarboxylate → Ethyl 5-(6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate
https://huagongshe.com/reaction/339751
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl 5-(chloromethyl)-2-furancarboxylate | HCID 263166 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Amino-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine | HCID 68002449 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 5-(6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidin-4-ylaminomethyl)-2-furancarboxylate | HCID 44815753 | — |
Reaction Steps
A mixture of 4-amino-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine (2.8 g), ethyl 5-chloromethyl-2-furancarboxylate (1.8 g), sodium hydrogencarbonate (1 g) and N,N-dimethylformamide (120 ml) was heated while stirring at 80° C. for 12 hours. The mixture thus obtained was concentrated under reduced pressure. To the resultant residue, water was added. After extraction was performed with ethyl acetate, an organic phase was dried over anhydrous sodium sulfate and evaporated. The resultant residue was purified by column chromatography to obtain a target substance (0.8 g). The target substance was subjected to e.g., proton nuclear magnetic resonance spectrometry (1H-NMR) and mass spectrometry (MS) and confirmed as the titled compound. Furthermore, MS measurement result is shown.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08895565B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-2907cf1254374dbe92dbc86c26587b03 |
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| Source note | uspto-grants-2014_11 |
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