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ChemicalBook CAS DataBase List 3-ACETOXY-5-BROMOINDOLE
17357-14-1

3-ACETOXY-5-BROMOINDOLE synthesis

3synthesis methods

Method I.

The 3-hydroxyindole acetate, N-bromosuccinimide and 150 mL of carbon tetrachloride. It was added into 250 mL round bottom flask and refluxed in oil bath for 2 h. The reaction process was monitored by TLC. At the completion of the reacti

-

Yield: 99%

Reaction Conditions:

with potassium hydroxide in acetonitrile at 35; for 1.5 h;Inert atmosphere;

Steps:

37 Synthesis of AB17658
As shown in Fig. 133B, a mixture of compound 5a (337 mg, 1.73 mmol, 1.0 eq), compound 5b (2106) (554 mg, 1.73 mmol, 1.0 eq) and potassium hydroxide (1114 mg, 3.46 mmol, 2.0 eq) in acetonitrile (10 mL) was stirred at 35°C for 1.5 h under nitrogen atmosphere. The progress of the reaction mixture was monitored by TLC. After completion of the reaction, the mixture was concentrated under reduced pressure and the residue was purified by silica gel chromatography to afford compound 5c (436 mg, 99%). TLC: PE/EA = 1/1, 254 nm; Rf (Compound 5a) = 0.8; Rf (Compound 5c) = 0.5.

References:

EINZIGER, Michael;SIMPSON, Ann, Marie WO2019/200232, 2019, A1 Location in patent:Paragraph 1219

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