HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-[4-(4-aminophenoxy)-2-pyridinyl]-4-(1-pyrrolidinylmethyl)-1-piperidinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | N-[4-(4-Nitrophenoxy)-2-pyridinyl]-4-(1-pyrrolidinylmethyl)-1-piperidinecarboxamide | HCID 86602175 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[4-(4-aminophenoxy)-2-pyridinyl]-4-(1-pyrrolidinylmethyl)-1-piperidinecarboxamide | HCID 59596970 | 85.2% |
Reaction Steps
4-(Pyrrolidin-1-ylmethyl)piperidine-1-carboxylic acid [4-(4-nitrophenoxy)pyridin-2-yl]amide (295 mg) was dissolved in tetrahydrofuran (7 ml) and methanol (7 ml) under a nitrogen atmosphere, and then 10% palladium carbon (147 mg) was added, followed by stirring under a hydrogen atmosphere for 10 hrs. The reaction mixture was filtered to remove the catalyst, and the catalyst was washed with methanol. The filtrate was concentrated to give a residue, which was then purified by silica gel column chromatography (Fuji Silysia NH, eluent; ethyl acetate). Fractions containing a target compound were concentrated to provide 4-(pyrrolidin-1-ylmethyl)piperidine-1-carboxylic acid [4-(4-aminophenoxy)pyridin-2-yl]amide (233.7 mg) as white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531532B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-fcb15444790e4e3fba5fc75b987440df |
| Source note | uspto-grants-2009_05 |