Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 3,4-Diaminopyridine | HCID 5918 | — |
| Reactant | Cyclobutanecarboxylic acid | HCID 19494 | — |
| Product | HCID 178419855 | HCID 178419855 | 73% |
Reaction Steps
[step 1] 3,4-Diaminopyridine (2.0 g, 18.4 mmol) was mixed with polyphosphoric acid (20g), cyclobutanecarboxylic acid (2.63 mL, 27.5 mmol) was added, and the mixture was stirred with heating at 110° C. for 3 hr. The mixture was added dropwise to 5% aqueous ammonia solution under ice-cooling, and the mixture was extracted 3 times with chloroform. The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. To the obtained residue was added ethyl acetate (7 mL), and the precipitated crystals were collected by suction filtration to give 2-cyclobutyl-1H-imidazo[4,5-c]pyridine (2.3 g, 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08969345B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-5f471ee2cd0847cab6ea2f1a2f6e34b4 |
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| Source note | uspto-grants-2015_03 |
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