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CAS No. : | 90751-00-1 | MDL No. : | MFCD06657030 |
Formula : | C14H11NO | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 209.24 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; ethanol; water; at 20 - 85℃; for 6h; | 2.4 g of <strong>[99365-40-9]6-bromo-2-indolinone</strong> are placed in 60 ml of dimethoxyethane, 1.9 g of phenylboric acid in 8 ml of ethanol and 0.3 g of tetrakistriphenylphosphine palladium are added and to this mixture 12 ml of 2N sodium carbonate solution are added dropwise at ambient temperature.. The mixture is stirred for 6 hours at 85 C. After cooling the catalyst is filtered off, the solvent is eliminated and the residue is washed with 100 ml of water and 20 ml of 1N sodium hydroxide solution.. The residue is purified through a silica gel column with petroleum ether/ethyl acetate (8:2) as eluant. Yield: 1.5 g (65% of theory), Rf value: 0.45 (silica gel, petroleum ether/ethyl acetate=1:1) Melting point: 167-170 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65 mg (38%) | Example 59 2,4-Dimethyl-5-(2-oxo-6-phenyl-1,2-dihydroindol-3-ylidenemethyl)-1H-pyrrole-3-carboxylic Acid (2-diethylaminoethyl)amide 6-Phenyl-1,3-dihydroindol-2-one (0.08 g, 0.4 mmol) was condensed with <strong>[356068-86-5]5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide</strong> (0.1 g) to give 65 mg (38%) of the title compound as a yellow solid. 1H-NMR (300 MHz, DMSO-d6) delta 13.61 (s, br, 1H, NH), 10.99 (, br, 1H, NH), 7.86 (d, J=7.8 Hz, 1H), 7.62-7.66 (m, 3H), 7.40-7.47 (m, 3H), 7.28-7.36 (m, 2H), 7.10 (d, J=1.2 Hz, 1H), 3.26 (m, 2H, NCH2), 2.46-2.55 (m, 6H, 3*NCH2), 2.44 (s, 3H, CH3), 2.41 (s, 3H, CH3), 0.97 (t, J=7.2 Hz, 6H, 2*NCH2CH3). MS-EI m/z 456 [M+]. | |
65 mg (38%) | Example 59 2,4-Dimethyl-5-(2-oxo-6-phenyl-1,2-dihydroindol-3-ylidenemethyl)-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide 6-Phenyl-1,3-dihydroindol-2-one (0.08 g, 0.4 mmol) was condensed with <strong>[356068-86-5]5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide</strong> (0.1 g) to give 65 mg (38%) of the title compound as a yellow solid. 1H-NMR (300 MHz, DMSO-d6) delta 13.61 (s, br, 1H, NH), 10.99 (, br, 1H, NH), 7.86 (d, J=7.8 Hz, 1H), 7.62-7.66 (m, 3H), 7.40-7.47 (m, 3H), 7.28-7.36 (m, 2H), 7.10 (d, J=1.2 Hz, 1H), 3.26 (m, 2H, NCH2), 2.46-2.55 (m, 6H, 3*NCH2), 2.44 (s, 3H, CH3), 2.41 (s, 3H, CH3), 0.97 (t, J=7.2 Hz, 6H, 2*NCH2CH3). MS-EI m/z 456 [M+]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65 mg (38%) | Example 27 Synthesis of 2,4-Dimethyl-5-(2-oxo-6-Phenyl-1,2-Dihydroindol-3-Ylidenemethyl)-1H-Pyrrole-3-Carboxylic Acid (2-Diethylaminoethyl) Amide 6-Phenyl-1,3-dihydroindol-2-one (0.08 g, 0.4 mmol) was condensed with <strong>[356068-86-5]5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide</strong> (0.1 g) to give 65 mg (38%) of the title compound as a yellow solid. 1H-NMR (300 MHz, DMSO-d6) delta 13.61 (s, br, 1H, NH), 10.99 (, br, 1H, NH), 7.86 (d, J=7.8 Hz, 1H), 7.62-7.66 (m, 3H), 7.40-7.47 (m, 3H), 7.28-7.36 (m, 2H), 7.10 (d, J=1.2 Hz, 1H), 3.26 (m, 2H, NCH2), 2.46-2.55 (m, 6H, 3*NCH2), 2.44 (s, 3H, CH3), 2.41 (s, 3H, CH3), 0.97 (t, J=7.2 Hz, 6H, 2*NCH2CH3). MS-EI m/z 456 [M+]. |