Potassium Acetate → 3-[4-(4-Methyl-piperazin-1-yl)-phenyl]-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carboxylic acid methyl ester

3-Bromo-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carboxylic acid methyl ester (100 mg, 0.327 mmol), 4-(4-methylpiperazin-1-yl)phenylboronic acid, pinacol ester (104 mg, 0.343 mmol) and bis(triphenylphosphine)palladium(II) dichloride (11.5 mg, 0.016 mmol) were suspended in acetonitrile (1.8 mL) and 1N aqueous potassium acetate solution (1.8 mL) and heated under microwave irradiation at 140° C. for 30 minutes. The cooled reaction mixture was diluted with saturated sodium bicarbonate solution and DCM, and the solid removed by filtration. The layers of the resultant filtrate were separated and the aqueous phase was further extracted with DCM. The combined organic phase was dried over sodium sulfate, filtered and concentrated in vacuo. The resultant residue was purified by flash chromatography (silica, 0-20% (MeOH containing 1% triethylamine) in DCM).

1. customThe cooled reaction mixture
2. customthe solid removed by filtration
3. customThe layers of the resultant filtrate were separated
4. extractionthe aqueous phase was further extracted with DCM
5. dry with materialThe combined organic phase was dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe resultant residue was purified by flash chromatography (silica, 0-20% (MeOH containing 1% triethylamine) in DCM)

ORDレコード

ord-dc4c088aa746411a9f95bf06fdbcfb05

出典データセット

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09216980B2