Extracurricular laboratory: Synthetic route of (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

The synthetic route of (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference of 356068-93-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 356068-93-4, name is (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 11 Preparation of 6-{5-[5-fluoro-2-oxo-1 ,2-dihydro-indol-(3Z)-ylidenemethyl]- 2,4-dimethyl-1H-pyrrole-3-carbonyl}amino-hexanoic acid methyl ester. 5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyI-1H-pyrroIe-3-carbox- ylic acid (300 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethyllaminopropyI)carbodiimide hydrochloride (384 mg, 2 mmol), hydroxybenzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 6-aminocaproic acid methyl ester hydrochloride (217.8 mg, 1.2 mmol) were added. The mixture was stirred for 20 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give 6-{5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]- 2,4-dimethyl-1 H-pyrrole-3-carbonyl}amino-hexanoic acid methyl ester (346 mg, 81% yield) as a yellow solid. 1H NMR (DMSO-d6)delta1.30 (m, 2H, CH2), 1.51 (m, 2H, CH2), 1.55 (m, 2H, CH2), 2.31 (d, J= 8.0 Hz, 2H, CH2CO), 2.39 (s, 3H, pyrrole-CH3), 2.40 (s, 3H, pyrrole-CH3), 3.18 (m, 2H, NCH2), 3.57 (s, 3H, COOCH3), 6.82 (dd, J= 4.0 and 8.0 Hz, 1 H, Ar-H), 6.92 (td, J= 4.0 and 8.0 Hz, 1 H, Ar-H), 7.70 (s, 1 H, vinyl-H), 7.63 (t, J= 4.0Hz, 1 H, CONH), 7.76 (dd, J= 4.0 and 8.0 Hz, 1 H, Ar-H), 10.89 (s, 1 H, indolinone-NH), 13.66 (s, 1 H, pyrrole-NH). LC-MS (m/z) 428 (M+1).

The synthetic route of (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.