HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(1-cyano-1-methylethyl)-N-{3-[(6-nitropyridin-3-yl)oxy]phenyl}benzamide → N-{3-[(6-aminopyridin-3-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(1-cyano-1-methylethyl)-N-{3-[(6-nitropyridin-3-yl)oxy]phenyl}benzamide | HCID 68723248 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-{3-[(6-aminopyridin-3-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide | HCID 57386822 | 79.7% |
Reaction Steps
To a solution of 3-(1-cyano-1-methylethyl)-N-{3-[(6-nitropyridin-3-yl)oxy]phenyl}benzamide (6.00 g, 14.9 mmol) in methanol (150 mL) was added 10% palladium-carbon (790 mg), and the mixture was stirred at room temperature for 20 hr under a hydrogen atmosphere (3.0 atm). The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was recrystallized from ethyl acetate and hexane to give the title compound (4.42 g, 79%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304557B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-09c279226a29418fa4bf202efa7ffcf4 |
| Source note | uspto-grants-2012_11 |