HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N,N',N'-Tetramethylethylenediamine → 1-[1-(4-Fluorophenethyl)-piperidin-4-yl]-6-[1-hydroxy-1-(2-methoxypyridin-6-yl)-methyl]indoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 2-Bromo-6-methoxypyridine | HCID 256810 | — |
| Reactant | 1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-formylindoline | HCID 22038072 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 1-[1-(4-Fluorophenethyl)-piperidin-4-yl]-6-[1-hydroxy-1-(2-methoxypyridin-6-yl)-methyl]indoline | HCID 22038293 | 76.5% |
Reaction Steps
Tetramethylethylenediamine (0.26 ml) was added to 6-bromo-2-methoxypyridine (0.32 g) synthesized in accordance with the method described in Tetrahedron, 1373 (1985). and 1-[1-(4-fluorophenethyl)piperidin-4-yl]-6-formylindoline (0.4 g) and diethyl ether was employed as the solvent. The resultant mixture was treated as in Example 93 to give the title compound (0.401 g) as colorless crystals (yield: 76.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07071201B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-72fc3fdffb15443da30650cfd877b0c3 |
| Source note | uspto-grants-2006_07 |