HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-ylamine → [1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-yl]-[4-(2-fluoro-phenyl)-quinazolin-2-yl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-ylamine | HCID 39257445 | — |
| Reactant | 4-(2-Fluorophenyl)-2-Chloro-quinazoline | HCID 86046142 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | [1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-yl]-[4-(2-fluoro-phenyl)-quinazolin-2-yl]-amine | HCID 68782193 | 20.4% |
Reaction Steps
A solution of 2-chloro-4-(2-fluoro-phenyl)-quinazoline (38.8 mg, 0.15 mmol, 1.0 equiv) and 1-(3-ethoxy-4-methoxy-benzyl)-piperidin-4-ylamine (47.6 mg, 0.18 mmol, 1.2 equiv; intermediate A1) in NMP (2 mL) was heated by microwave irradiation to 200° C. for 30 min. Removal of the solvent under reduced pressure and purification by preparative HPLC on reversed phase eluting with a gradient of acetonitrile/water provided 14.9 mg (20%) of the title compound. MS (ISP): 487.5 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855194B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-cd5698fd67ba4edb9d07e86cea97dcd9 |
| Source note | uspto-grants-2010_12 |