HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → rac-N-(2-Amino-2-methylpentyl)-7-[(2,6-difluorobenzyl)oxy]-2-methylpyrazolo[1,5-a]pyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | rac-{1-[({7-[(2,6-Difluorobenzyl)oxy]-2-methylpyrazolo[1,5-a]pyridin-3-yl}carbonyl)amino]-2-methylpentan-2-yl}carbamic Acid tert-butyl Ester | HCID 121434576 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | rac-N-(2-Amino-2-methylpentyl)-7-[(2,6-difluorobenzyl)oxy]-2-methylpyrazolo[1,5-a]pyridine-3-carboxamide | HCID 117864717 | 34% |
Reaction Steps
A solution of 45 mg (0.046 mmol, 53% pure) of rac-{1-[({7-[(2,6-difluorobenzyl)oxy]-2-methylpyrazolo[1,5-a]pyridin-3-yl}carbonyl)amino]-2-methylpentan-2-yl}carbamic acid tert-butyl ester (Example 131A) in 4 ml of dichloromethane was admixed with 0.5 ml (6.49 mmol) of trifluoroacetic acid. The resulting solution was stirred at room temperature for 2 h. The solvent was drawn off under reduced pressure and the residue was purified by preparative HPLC chromatography (Method 21), which gave 6.5 mg (34% yield) of the target compound as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422285B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-1d187ee8f49a4b4e94420e7cd13c9609 |
| Source note | uspto-grants-2016_08 |