HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylaniline → HCID 87551225, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylaniline | HCID 7515 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 2-Methyl-6-(3-piperidin-4-ylideneprop-1-ynyl)pyridine | HCID 87550402 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 87551225 | HCID 87551225 | 242.2% |
Reaction Steps
To a solution of ditrichloromethyl carbonate (43.6 mg, 0.147 mmol) in CH2Cl2 (1 mL) stirred at r.t., was added dropwise a solution of N-methylaniline (48.2 μL, 0.445 mmol) and DEA (168 μL, 0.98 mmol) in 1.5 mL of CH2Cl2 over 30′. After 40 min., was added a solution of the Compound of Example 3 (94.4 mg, 0.445 mmol) and 168 μL of DEA in 2 mL di CH2Cl2. After 24 h, the reaction mixture was evaporated to dryness in vacuo, taken up with water and extracted with EtOAc. The residue from extraction was purified by automated flash liquid chromatography (Horizon™-Biotage) eluting with Petroleum Ether-EtOAc gradient from 4:6 to 2:8 to afford the title compound (123 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518916B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-7a9c6afb15854479a60f51ba3bd72ae4 |
| Source note | uspto-grants-2013_08 |