Реакция #595391

Уравнение реакции

N-(3-(3,6-dibromo-9H-carbazol-9-yl)-2-fluoropropyl)-N-(3-methoxyphenyl)-4-nitrobenzenesulfonamide

lithium hydroxide

dimethylformamide

mercaptoacetic acid

→

N-(3-(3,6-dibromo-9H-carbazol-9-yl)-2-fluoropropyl)-3-methoxyaniline

Выход 88.0%

Растворители

EtOAc

Условия реакции

Обработка

1. 1
   Промывкаwashed sequentially with water, saturated sodium bicarbonate solution, water (3×) and brine
2. 2
   СушкаThe organic layer was dried over Na2SO4
3. 3
   Фильтрацияfiltered
4. 4
   Другоеcondensed
5. 5
   ДругоеThe crude reaction mixture
6. 6
   Другоеwas purified in 30% EtOAc/hexanes (+0.2% TEA), with 13.6 mg
7. 7
   Другоеisolated

Методика

To a vial containing N-(3-(3,6-dibromo-9H-carbazol-9-yl)-2-fluoropropyl)-N-(3-methoxyphenyl)-4-nitrobenzenesulfonamide (21.0 mg, 0.030 mmol; see representative procedure 4) was added lithium hydroxide (3.2 mg, 0.134 mmol), dimethylformamide (0.5 ml, 0.06 M) and mercaptoacetic acid (4.2 ul 0.060 mmol). After stirring at rt for 1 h the reaction mixture was diluted with EtOAc and washed sequentially with water, saturated sodium bicarbonate solution, water (3×) and brine. The organic layer was dried over Na2SO4, filtered and condensed. The crude reaction mixture was purified in 30% EtOAc/hexanes (+0.2% TEA), with 13.6 mg isolated. Yield=88%

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