HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl 4-(3-(2-(2,4-difluorophenoxy)-5-nitrophenyl)-7-methoxy-1-methyl-1H-pyrrolo[2,3-c]pyridin-5-yl)-5,6-dihydropyridine-1 (2H)-carboxylate → tert-butyl 4-(3-(5-amino-2-(2,4-difluorophenoxy)phenyl)-7-methoxy-1-methyl-1H-pyrrolo[2,3-c]pyridin-5-yl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl 4-(3-(2-(2,4-difluorophenoxy)-5-nitrophenyl)-7-methoxy-1-methyl-1H-pyrrolo[2,3-c]pyridin-5-yl)-5,6-dihydropyridine-1 (2H)-carboxylate | HCID 90416432 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | 1,1,2,2-Tetrafluoroethan-1-ol | HCID 14529362 | — |
| Product | tert-butyl 4-(3-(5-amino-2-(2,4-difluorophenoxy)phenyl)-7-methoxy-1-methyl-1H-pyrrolo[2,3-c]pyridin-5-yl)piperidine-1-carboxylate | HCID 90416106 | 107.4% |
Reaction Steps
A mixture of Example 183A (200 mg, 0.338 mmol), tetrafluoroethanol (20 mL), and 5% Pd/C (45 mg, 0.188 mmol) in a 50 mL pressure bottle was stirred at ambient temperature for 16 hours under 30 psi of hydrogen and at ambient temperature. The mixture was filtered through a nylon membrane. The filtrate was concentrated to give the title compound (205 mg, 0.363 mmol, 101% yield), which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321764B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-cae1cbdda8f14841b6a0497ee15d3bd5 |
| Source note | uspto-grants-2016_04 |