HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxyethanol → HCID 87549821, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxyethanol | HCID 8019 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 2-Methyl-6-(3-piperidin-4-ylideneprop-1-ynyl)pyridine | HCID 87550402 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 87549821 | HCID 87549821 | 145% |
Reaction Steps
To a solution of 2-methoxyethanol (26.9 μl, 0.34 mmol) and ditrichloromethyl carbonate (37.2 mg, 0.125 mmol) in CH2Cl2 (1.5 mL) stirred at r.t., was added dropwise a solution of DEA (139 μL, 0.814 mmol) in 1.5 mL of CH2Cl2 over 30′. After 40 min., was added a solution of the Compound of Example 3 (72 mg, 0.339 mmol) and 70 μL of DEA in 0.8 mL of CH2Cl2. After 24 h, the reaction mixture was evaporated to dryness in vacuo and the residue was purified by automated flash liquid chromatography (Horizon™-Biotage) eluting with Petroleum Ether-EtOAc gradient from 7:3 to 3:7 to afford the title compound (57 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518916B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-6c8ac7ad5ed74fd1b4eae89a40533c0d |
| Source note | uspto-grants-2013_08 |