Реакция #2439936

Уравнение реакции

2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-5-carbonyl)-phenyl]-amide

N-(4-aminophenyl)morpholine

→

title compound

2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid (3-{3-[(4-morpholin-4-yl-phenylamino)-methylene]-2-oxo-2,3-dihydro-1H-indole-5-carbonyl}-phenyl)-amide

Растворители

THF

Условия реакции

Обработка

1. 1
   ДругоеA small screw cap test tube
2. 2
   ТемператураSubsequently, the reaction mixture was cooled to room temperature
3. 3
   Концентрированиеconcentrated in vacuo
4. 4
   workup.DISSOLUTIONredissolved in EtOAc
5. 5
   workup.ADDITIONHexanes were added to the reaction mixture
6. 6
   ДругоеThe solid precipitate that formed
7. 7
   Фильтрацияwas filtered

Методика

A small screw cap test tube was charged with 2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-5-carbonyl)-phenyl]-amide (prepared below, 30 mg, 0.072 mmol) and THF (1 mL). To the resulting solution was added N-(4-aminophenyl)morpholine (19.3 mg, 0.1082 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature, concentrated in vacuo and redissolved in EtOAc. Hexanes were added to the reaction mixture. The solid precipitate that formed was filtered and washed with ˜1 mL of ice cold THF yielding 36% (15 mg, 0.026 mmol) of the title compound.

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