HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Cyanopyridine → 4-[(3-Cyano-pyridin-2-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Cyanopyridine | HCID 79 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 4-Aminomethyl-1-N-Cbz-piperidine | HCID 21955499 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-[(3-Cyano-pyridin-2-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester | HCID 9946408 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of benzyl 4-(aminomethyl)piperidine-1-carboxylate (EXAMPLE 13, Step 1) (1 g, 4.03 mmol) and 3-cyanopyridine (0.25 g) was heated to 100° C. for 30 min. The reaction mixture was partitioned between EtOAc and pH5.2 citrate buffer. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and the solvent evaporated to give a solid which was stirred with 5 mL ether and 0.5 mL EtOAc for 1 h and filtered to give the title compound as a solid. M.S (M+1): 351
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07053089B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-d993126ca6824c8684b527a765345021 |
| Source note | uspto-grants-2006_05 |