HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[3-(4-Piperidinomethyl-2-pyridyloxy)propyl]-2-chloroacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-({4-[(Piperidin-1-yl)methyl]pyridin-2-yl}oxy)propan-1-amine | HCID 14625102 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-[3-(4-Piperidinomethyl-2-pyridyloxy)propyl]-2-chloroacetamide | HCID 19962925 | 87% |
Reaction Steps
1.68 ml of triethylamine were added to a solution of 3.00 g of 3-(4-piperidinomethyl-2-pyridyloxy)propylamine in 60 ml of ethyl acetate, and the resulting mixture was cooled with ice, after which 0.96 ml of 2-chloroacetyl chloride was added. The reaction mixture was then stirred at room temperature for 1 hour, after which it was mixed with water and the aqueous mixture was extracted with ethyl acetate. The extract was concentrated by evaporation under reduced pressure, and the concentrate was purified by column chromatography through silica gel, using a 1:9 by volume mixture of methanol and ethyl acetate as the eluent, to give 3.40 g (yield 87%) of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05616579 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-cbb3be641e5546b88ff33cc13ba4f545 |
| Source note | uspto-grants-1997_04 |