HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → {2,7-Dichloro-6-methyl-4-[(4-methylpiperidin-1-yl)methyl]quinolin-3-yl}methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,1-Dichloroethane | HCID 6365 | — |
| Reactant | 4-Methylpiperidine | HCID 69381 | — |
| Reactant | HCID 15521700 | HCID 15521700 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {2,7-Dichloro-6-methyl-4-[(4-methylpiperidin-1-yl)methyl]quinolin-3-yl}methanol | HCID 15521697 | 93% |
Reaction Steps
A solution of the product of Stage 82.d (16.2 g; 55.7 mmol) in THF (70 ml) is treated with a solution of 4-methylpiperidine (23 ml; 195 mmol). The mixture obtained is agitated at ambient temperature for 2 hours. Water (200 ml) and dichloroethane (200 ml) are added. The organic phase is washed with an aqueous solution of sodium chloride (concentrated to 20% by weight; 100 ml), dried over magnesium sulphate and concentrated under reduced pressure. By crystallization of the residue from diethylether, the product in the title is obtained (18.3 g; 93% yield) in the form of a white crystalline solid (M.p. 170–171,5° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135478B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-9ac6655163cd47d2bc4ce27a4176cecc |
| Source note | uspto-grants-2006_11 |