HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → rac-N-(2-Amino-2-methylpentyl)-7-[(3-cyano-2,6-difluorobenzyl)oxy]-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | {1-[({7-[(3-Cyano-2,6-difluorobenzyl)oxy]-2,5-dimethylpyrazolo[1,5-a]pyridin-3-yl}carbonyl)amino]-2-methylpentan-2-yl}carbamic Acid tert-butyl Ester | HCID 117864620 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | rac-N-(2-Amino-2-methylpentyl)-7-[(3-cyano-2,6-difluorobenzyl)oxy]-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxamide | HCID 117864662 | — |
Reaction Steps
Crude rac-{1-[({7-[(3-cyano-2,6-difluorobenzyl)oxy]-2,5-dimethylpyrazolo[1,5-a]pyridin-3-yl}carbonyl)amino]-2-methylpentan-2-yl}carbamic acid tert-butyl ester (Example 126A) in 4 ml of dichloromethane was admixed with 2 ml of trifluoroacetic acid. The resulting solution was stirred at room temperature for 3 h. The solvent was drawn off under reduced pressure and the residue was purified by preparative HPLC chromatography (Method 21), which gave 4.5 mg (5% of theory over 2 stages) of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422285B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-bc1de5eb4d5c49778dbe5593c410a71f |
| Source note | uspto-grants-2016_08 |