HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 3-[N-methyl-3-(p-chlorobenzoyl)-6-(quinolin-2-ylmethoxy)indol-2-yl]2,2-dimethylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(Bromomethyl)quinoline | HCID 12417418 | — |
| Reactant | Methyl 3-[N-methyl-3-(p-chlorobenzoyl)-6-hydroxyindol-2-yl]-2,2-dimethylpropanoate | HCID 18947581 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-[N-methyl-3-(p-chlorobenzoyl)-6-(quinolin-2-ylmethoxy)indol-2-yl]2,2-dimethylpropanoate | HCID 18947635 | — |
Reaction Steps
To a solution of 180 mg of the phenol from Step E in 5 mL of DMF were added 124 mg of milled K2CO3 followed by 150 mg of 2-(bromomethyl) quinoline. The mixture was stirred at R.T. for 18 h, poured onto 25% aq. NH4OAc and extracted with ethyl acetate. The extract was dried over Na2SO4 and evaporated to dryness to give an oil which was chromatographed on flash silica gel using ethyl acetate:hexane (30:70) as eluant to give the title compound as a foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05204344 |
| Source dataset | uspto-grants-1993_04 |
| ORD ID | ord-af7ab0fd95fd45f0801574667aeaaac8 |
| Source note | uspto-grants-1993_04 |