Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Bromomethyl-2,6-dichlorobenzene | HCID 30159 | — |
| Reactant | 5-(3,4-Dimethoxyphenyl)-2-{1-[(5-hydroxy-2-methylphenyl)carbonyl]piperidin-4-yl}-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one | HCID 46202067 | — |
| Reactant | 5-(3,4-Dimethoxyphenyl)-2-{1-[(2,5-dimethoxyphenyl)sulfonyl]piperidin-4-yl}-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one | HCID 46202396 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 67364467 | HCID 67364467 | — |
Reaction Steps
A solution of 0.40 g of 5-(3,4-dimethoxyphenyl)-2-{1-[(5-hydroxy-2-methylphenyl)carbonyl]piperidin-4-yl}-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one (compound described in example 85) and 0.41 g 2-(bromomethyl)-1,3-dichlorobenzene in 5 ml ethanol is treated with 0.17 ml 10 n aqueous sodium hydroxide solution and stirred under a blanket of nitrogen for about 6 h at 80° C. until the reaction is completed largely according to TLC analysis. The solvent is evaporated under reduced pressure, and the resulting crude product is purified by chromatography (amino phase silica gel and DCM) to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08609848B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-f18096002c5544728f0bb11ee53853ee |
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| Source note | uspto-grants-2013_12 |
|---|
