HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → [5-(1-Cyclopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-morpholin-4-yl-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 5-(1-Cyclopropyl-piperidin-4-yloxy)-2-(morpholine-4-carbonyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester | HCID 68423474 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [5-(1-Cyclopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-morpholin-4-yl-methanone | HCID 16727355 | 83% |
Reaction Steps
The solution of 0.16 g (0.34 mmol) 5-(1-cyclopropyl-piperidin-4-yloxy)-2-(morpholine-4-carbonyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester in 2 ml dichloromethane was cooled down to 0° C. and treated with 0.52 ml (0.8 g, 6.8 mmol) trifluoroacetic acid. The cooling bath was removed and after 1 hour at room temperature the solution was evaporated and the residue was flash-chromatographed on silica gel with dichloromethane:methanol:ammonia (9:1:0.1 v/v) as eluant to give 0.1 g (83%) of the desired compound as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622466B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-2857442c2b9d40038ba05edc9b4d1277 |
| Source note | uspto-grants-2009_11 |