HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → rac-N-(2-Amino-2-methylpentyl)-5-cyclopropyl-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-[({5-Cyclopropyl-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 117864545 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | rac-N-(2-Amino-2-methylpentyl)-5-cyclopropyl-7-[(2,6-difluorobenzyl)oxy]-2-methylpyrazolo[1,5-a]pyridine-3-carboxamide | HCID 117864719 | — |
Reaction Steps
1 ml of trifluoroacetic acid were added to a solution of 125 mg (0.2 mmol) of rac-{1-[({5-cyclopropyl-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 150A) in 4 ml of dichloromethane. The reaction mixture was stirred at room temperature for 1 h and concentrated under reduced pressure. The residue was purified by chromatography on SCX-2 silica gel (mobile phase: methanol then 20% (2 M ammonia in methanol) in dichloromethane). This gave 40 mg of the target compound (39% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422285B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-3379511f4ad44325a7c853da0d92110b |
| Source note | uspto-grants-2016_08 |