Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 6-Chloronicotinoyl Chloride | HCID 2782165 | — |
| Reactant | 2-Amino-4-(2-furyl)-5-(tetrahydropyran-4-ylcarbonyl)thiazole | HCID 86612468 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 23144385 | HCID 23144385 | 73.4% |
Reaction Steps
Compound 454 (125 mg, 0.450 mmol) and DMAP (3.0 mg, 0.022 mmol) were suspended in pyridine (2 mL), and 6-chloronicotinoyl chloride (158 mg, 0.897 mmol) was added thereto, followed by stirring at 80° C. for 1 hour. Water was added to the reaction mixture, followed by extraction with chloroform. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was reslurried with ethanol to afford the entitled Compound 502 (138 mg, 73%) as a pale brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889718B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-a1a4bf6a50694d1c96af6deab503b6f5 |
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| Source note | uspto-grants-2014_11 |
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