HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1,1-Trifluoro-N-phenylmethanesulfonamide → 2-(4-Piperidin-1-yl-but-1-ynyl)-5-piperidin-1-ylmethyl-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1,1-Trifluoro-N-phenylmethanesulfonamide | HCID 68012 | — |
| Reactant | 6-Piperidin-1-ylmethyl-pyridin-3-ol | HCID 44515457 | — |
| Reactant | Trifluoro-methanesulfonic acid 5-piperidin-1-ylmethyl-pyridin-2-yl ester | HCID 86074933 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ammonia | HCID 222 | 0% |
| Product | 2-(4-Piperidin-1-yl-but-1-ynyl)-5-piperidin-1-ylmethyl-pyridine | HCID 11573194 | 95% |
Reaction Steps
Trifluoro-methanesulfonic acid 5-piperidin-1-ylmethyl-pyridin-2-yl ester. A solution of 6-piperidin-1-ylmethyl-pyridin-3-ol (0.225 g, 1.17 mmol), N-phenyltrifluoromethanesulfonamide (0.50 g, 1.41 mmol), and TEA (0.50 mL, 3.50 mmol) in DCM (20 mL) was heated at reflux for 18 h. The solvent was removed and chromatography of the residue (SiO2: 0-3% 2 M NH3 in MeOH/DCM) gave the title compound as a solid (0.036 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947718B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-bcad2d5f71c2400a9b2bc2b369c3a32d |
| Source note | uspto-grants-2011_05 |