HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (E)-1-(2,6-dichloro-3-fluorophenyl)-N-[6-(1-piperidin-4-ylpyrazol-4-yl)pyrrolo[3,2-b]pyridin-1-yl]methanimine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-butyl 4-[4-[1-[(E)-(2,6-dichloro-3-fluorophenyl)methylideneamino]pyrrolo[3,2-b]pyridin-6-yl]pyrazol-1-yl]piperidine-1-carboxylate | HCID 87408523 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (E)-1-(2,6-dichloro-3-fluorophenyl)-N-[6-(1-piperidin-4-ylpyrazol-4-yl)pyrrolo[3,2-b]pyridin-1-yl]methanimine | HCID 87408679 | 53% |
Reaction Steps
A solution of tert-butyl 4-[4-(1-{[(E)-(2,6-dichloro-3-fluorophenyl)methylidene]amino}-1H-pyrrolo[3,2-b]pyridin-6-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate (15 mg, 0.027 mmol) in MeOH (0.5 mL) was treated with HCl (4.0M solution in dioxane, 2.0 mL) at room temperature for 2 h. Solvents were removed and the residue was treated with aqueous NaHCO3, and extracted with ethyl acetate. The organic layer was dried, evaporated to afford the desired intermediate as a yellowish solid (6.5 mg, yield 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912330B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-a659ca1196664dbbb474f7c73f542675 |
| Source note | uspto-grants-2014_12 |