Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 1-(dimethylcarbamoyl)piperidine-4-carboxylic acid | HCID 5076474 | — |
| Reactant | 2-Amino-4-(2-furyl)-5-morpholinothiazole | HCID 23144158 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23144205 | HCID 23144205 | 81% |
Reaction Steps
1-(N,N-dimethylcarbamoyl)piperidine-4-carboxylic acid (300 mg, 1.50 mmol) obtained in Step 2 was dissolved in dichloromethane (15 mL), and thionyl chloride (0.547 mL, 7.50 mmol) was added thereto, followed by stirring under heating and reflux for 1 hour. The reaction mixture was concentrated under reduced pressure, and the resulting residue was dissolved in chloroform (5 mL). The resulting solution was added to a pyridine (10 mL) solution of 2-amino-4-(2-furyl)-5-morpholinothiazole (126 mg, 0.50 mmol) obtained in Step 1 of Example 29, followed by stirring at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified through silica gel column chromatography (ethyl acetate:methanol=9:1) to afford the entitled Compound 55 (171 mg, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07718808B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-d4fc8691a6324c79bff4bc5c80b48aaa |
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| Source note | uspto-grants-2010_05 |
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