HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 19787987, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2,5-Dibromopyridine | HCID 69353 | — |
| Reactant | HCID 19787989 | HCID 19787989 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 19787987 | HCID 19787987 | — |
Reaction Steps
332 mg of 3-benzoyl-6-hydroxy-4-methoxymethyl-beta-carboline and 130 mg of potassium hydroxide powder were mixed in 3 ml of dimethyl sulfoxide under argon with 285 mg of 2,5-dibromopyridine in 1 ml of dimethyl sulfoxide and heated for 1 hour to 90°-95° C. The reaction mixture was poured on ice water, acidified with 1N-acetic acid to pH 5 and shaken out with ethyl acetate. The ethyl acetate phase was washed with saturated common salt solution, dried on magnesium sulfate and concentrated by evaporation. After chromatography on silica gel with dichloromethane/ethyl acetate 1:1 as eluant and recrystallization from the main fraction from ethyl acetate/petroleum ether, the title compound with melting point 193°-194° C. was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05254563 |
| Source dataset | uspto-grants-1993_10 |
| ORD ID | ord-76f7e3da75ed46f2962742e847b2a5dd |
| Source note | uspto-grants-1993_10 |