HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-ylamine → (7-Chloro-4-methoxymethyl-quinolin-2-yl)-[1-(3-ethoxy-4-methoxy-benzyl)-piperidin-4-yl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(3-Ethoxy-4-methoxy-benzyl)-piperidin-4-ylamine | HCID 39257445 | — |
| Reactant | 2,7-Dichloro-4-methoxymethyl-quinoline | HCID 86618557 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | (7-Chloro-4-methoxymethyl-quinolin-2-yl)-[1-(3-ethoxy-4-methoxy-benzyl)-piperidin-4-yl]-amine | HCID 24855023 | 14% |
Reaction Steps
A solution of 2,7-dichloro-4-methoxymethyl-quinoline (36.3 mg, 0.15 mmol, 1.0 equiv) and 1-(3-ethoxy-4-methoxy-benzyl)-piperidin-4-ylamine (47.6 mg, 0.18 mmol, 1.5 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 9.6 mg (14%) of the title compound. MS (ISP): 470.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08026255B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-d1f6bf53ec634076843eaa5c4c481815 |
| Source note | uspto-grants-2011_09 |