Реакция #41401

Уравнение реакции

1-(4-fluorophenyl)-5-iodo-1H-indazole

thiobenzoic acid

3,4,7,8-tetramethyl-1,10-phenantroline

N,N-diisopropylamine

→

product

Выход 20.0%

S-1-(4-fluorophenyl)-1H-indazol-5-yl benzothioate

Выход 20.0%

Растворители

EtOAc

toluene

Условия реакции

Обработка

1. 1
   Промывкаwashed with water
2. 2
   Другоеdried the solvent
3. 3
   Другоеevaporated
4. 4
   Другоеpurified on HPLC
5. 5
   ДругоеThe relevant fractions were collected freezdried

Методика

To a solution of 1-(4-fluorophenyl)-5-iodo-1H-indazole (103e, 0.224 g, 0.66 mmol), thiobenzoic acid (0.093 ml, 0.79 mmol), 3,4,7,8-tetramethyl-1,10-phenantroline (0.031 g, 0.13 mmol) and N,N-diisopropylamine (0.220 ml, 1.32 mmol) in toluene (2.5 ml) was added copper(I) iodine (2.245 μl, 0.07 mmol). The resulting mixture was stirred at 110 C O/N. The reaction mixture was cooled to r.t. diluted with EtOAc and washed with water. The organic phase was the dried the solvent evaporated and then purified on HPLC. The relevant fractions were collected freezdried to give 45 mg of product (20% yield) which was analysed by LC/MS.

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