HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → N-{3-[4-(6-Cyclopropylmethoxypyridin-3-yloxy)phenyl]-1-methylpropyl}acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Reactant | N-{3-[4-(6-Fluoropyridin-3-yloxy)phenyl]-1-methylpropyl}acetamide | HCID 67302905 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | N-{3-[4-(6-Cyclopropylmethoxypyridin-3-yloxy)phenyl]-1-methylpropyl}acetamide | HCID 67303389 | — |
Reaction Steps
N-{3-[4-(6-Fluoropyridin-3-yloxy)phenyl]-1-methylpropyl}acetamide (105 mg, 0.35 mmol), sodium hydride (55% in oil) (42 mg, 1.04 mmol) and cyclopropylmethanol (62 mg, 0.86 mmol) were stirred in 3 ml of NMP at 130° C. under argon for 9 h. After cooling, ethyl acetate and water were added, and the organic phase was separated off, concentrated and purified by preparative HPLC (PR18, acetonitrile/water 0.1% TFA). Yield: 71 mg (58%), M+H+: 355.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470841B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-3562ff433e0e4284a4a9ac3c81c5fe7e |
| Source note | uspto-grants-2013_06 |