Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 3-Fluoropyridine-4-carboxylic acid | HCID 345361 | — |
| Reactant | N2-Methyl-5-(trifluoromethyl)pyridine-2,3-diamine | HCID 2735930 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66600559 | HCID 66600559 | 79.3% |
Reaction Steps
A mixture of 5.51 g of N2-methyl-5-trifluoromethylpyridine-2,3-diamine, 6.10 g of 3-fluoroisonicotinic acid, 8.28 g of WSC and 58 ml of pyridine was stirred for 3 hours while heating at 120° C. After cooling down to room temperature, water was poured, and the mixture was extracted three times with ethyl acetate. The combined organic layers were dried over magnesium sulfate, then, concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 6.77 g of 2-(3-fluoropyridin-4-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (hereinafter, referred to as present active compound 36).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273764B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-136bee6939084afebacaac0f3e07013f |
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| Source note | uspto-grants-2012_09 |
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