1H-Indole, 4-bromo-2-methyl-1-(phenylsulfonyl)- synthesis
- Product Name:1H-Indole, 4-bromo-2-methyl-1-(phenylsulfonyl)-
- CAS Number:1232861-11-8
- Molecular formula:C15H12BrNO2S
- Molecular Weight:350.23
Yield:1232861-11-8 84%
Reaction Conditions:
Stage #1: 1-(benzenesulfonyl)-4-bromo-1H-indolewith lithium dipropan-2-ylazanide in tetrahydrofuran at -45; for 1 h;
Stage #2: methyl iodine in tetrahydrofuran at -45 - 20; for 1 h;
Steps:
11
To a -45 °C solution of the aforementioned intermediate 2 (8 g, 23.9 mmol) in THF (100 mL) was added LDA (1.6 M, 18 mL, 28.9 mmol). The mixture was stirred at the same temperature for 1 hour, then Mel (4.04 g, 28.7 mmol) was added. The resulting mixture was warmed up to the room temperature and stirred for one more hour. It was then quenched with NH4CI saturated solution (30 mL) and extracted with ethyl acetate (3 x 50 mL). The combined organic layers were washed with water and brine, dried over anhydrous MgS04 and concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, petroleum ether / ethyl acetate = 5 : 1) to give the intermediate 3 (7.0 g, 84%). LRMS (M + H+) m/z: calcd 348.98; found 349.10.
References:
WO2014/15291,2014,A1 Location in patent:Page/Page column 186; 187
98-09-9
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1232861-11-8
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52488-36-5
478 suppliers
$15.00/1g
98-09-9
358 suppliers
$12.00/25g
1232861-11-8
13 suppliers
inquiry