Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isonicotinic Acid | HCID 5922 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Tetramethylfluoroformamidinium hexafluorophosphate | HCID 2774761 | — |
| Reactant | HCID 68212999 | HCID 68212999 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68212825 | HCID 68212825 | — |
Reaction Steps
Under nitrogen atmosphere, triethylamine (0.112 mL) was added under ice-cooling to a mixture of 4-pyridinecarboxylic acid [CAS No. 55-22-1] (19.6 mg), TFFH (42.4 mg), and dichloromethane (6 mL), and the resulting mixture was stirred for 1 hour. To the resulting mixture, 3-methoxy-2,2-dimethylpropionic acid 5-({4-[amino(benzoylimino)methyl]phenylamino}-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]methyl)-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-ylox ymethyl ester (14.9 mg) and DMAP (0.27 mg) were added, and the resulting mixture was stirred overnight at room temperature. Under reduced pressure, the solvent in the mixture was distilled off. The residue obtained was purified by reverse phase high-performance liquid chromatography (mixed solvent of acetonitrile-water, containing 0.1% of acetic acid) to obtain the captioned compound (10.4 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436009B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-3b9b2a0ecf9744af9cd06ee2aa9827a3 |
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| Source note | uspto-grants-2013_05 |
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