HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (R)-N-(4-(4-(pyrrolidin-3-yloxy)phenyl)pyrazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (R)-tert-Butyl 3-(4-(2-(cyclopropanecarboxamido)pyrazolo[1,5-a]pyridin-4-yl)phenoxy)pyrrolidine-1-carboxylate | HCID 86710536 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-N-(4-(4-(pyrrolidin-3-yloxy)phenyl)pyrazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide | HCID 70979103 | — |
Reaction Steps
(R)-tert-Butyl 3-(4-(2-(cyclopropanecarboxamido)pyrazolo[1,5-a]pyridin-4-yl)phenoxy)pyrrolidine-1-carboxylate (0.44 g, 0.95 mmol) was stirred in DCM (10 mL) and TFA (1 mL) at room temperature for 3 h. The reaction mixture was concentrated in vacuo and loaded onto an SCX column in DCM. MeOH (100 mL) was passed through the column and the compound was eluted with (7 N NH3 in MeOH in MeOH) (1:5) (200 mL). The filtrate was concentrated in vacuo to give (R)—N-(4-(4-(pyrrolidin-3-yloxy)phenyl)pyrazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975406B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-5d2bfaf47b25468a89bd6f321f1d1c3f |
| Source note | uspto-grants-2015_03 |