![](/CAS/GIF/860624-87-9.gif)
1H-Indole-1,7-dicarboxylic acid, 5-broMo-2,3-dihydro-, 1-(1,1-diMethylethyl) 7-Methyl ester synthesis
- Product Name:1H-Indole-1,7-dicarboxylic acid, 5-broMo-2,3-dihydro-, 1-(1,1-diMethylethyl) 7-Methyl ester
- CAS Number:860624-87-9
- Molecular formula:C15H18BrNO4
- Molecular Weight:356.21
![1H-Indole-1,7-dicarboxylic acid, 2,3-dihydro-, 1-(1,1-diMethylethyl) 7-Methyl ester](/CAS/20150408/GIF/197460-40-5.gif)
197460-40-5
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![1H-Indole-1,7-dicarboxylic acid, 5-broMo-2,3-dihydro-, 1-(1,1-diMethylethyl) 7-Methyl ester](/CAS/GIF/860624-87-9.gif)
860624-87-9
17 suppliers
$313.00/100mg
Yield:860624-87-9 94%
Reaction Conditions:
with N-Bromosuccinimide in dichloromethane at 20; for 16 h;
Steps:
To a solution of methyl 1,N-(t-butoxycarbonyl)indoline-7-carboxylate (23.5 g, 84.7 mmol) in DCM (300 mL) was added NBS (15.1 g, 84.7 mmol). The mixture was stirred at 20 °C for 16 hours. TLC (petroleum ether : ethyl acetate=5:1, Rf = 0.5) indicated that starting material was consumed completely and a major new spot with lower polarity was detected. The reaction mixture was adjusted to pH = 8 with sat. NaHCO3. The organic phase was separated and concentrated under reduced pressure to give a residue. The residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate=1/0 to 5:1) to give methyl 5-bromo-1,N-(t-butoxycarbonyl)indoline-7-carboxylate (28.5 g, 94% yield) as a yellow solid. 1H NMR 400 MHz DMSO = 7.59 (s, 1H), 7.45 (s, 1H), 4.02 (m, 2H), 3.70 (s, 3H), 3.08(m, 2H), 1.43 (s, 9H). ESI-MS (m/z): 356.0 (M+H)+
References:
WO2017/120429,2017,A1 Location in patent:Page/Page column 268
![1-BOC-INDOLINE](/CAS/GIF/143262-10-6.gif)
143262-10-6
46 suppliers
$18.19/1g
![1H-Indole-1,7-dicarboxylic acid, 5-broMo-2,3-dihydro-, 1-(1,1-diMethylethyl) 7-Methyl ester](/CAS/GIF/860624-87-9.gif)
860624-87-9
17 suppliers
$313.00/100mg
![Indoline](/CAS/GIF/496-15-1.gif)
496-15-1
421 suppliers
$8.00/10g
![1H-Indole-1,7-dicarboxylic acid, 5-broMo-2,3-dihydro-, 1-(1,1-diMethylethyl) 7-Methyl ester](/CAS/GIF/860624-87-9.gif)
860624-87-9
17 suppliers
$313.00/100mg
![Di-tert-butyl dicarbonate](/CAS/GIF/24424-99-5.gif)
24424-99-5
821 suppliers
$13.50/25G
![1H-Indole-1,7-dicarboxylic acid, 5-broMo-2,3-dihydro-, 1-(1,1-diMethylethyl) 7-Methyl ester](/CAS/GIF/860624-87-9.gif)
860624-87-9
17 suppliers
$313.00/100mg
![Carbonic acid, bis(1,1-dimethylethyl) ester](/CAS/20180601/GIF/34619-03-9.gif)
34619-03-9
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![1H-Indole-1,7-dicarboxylic acid, 5-broMo-2,3-dihydro-, 1-(1,1-diMethylethyl) 7-Methyl ester](/CAS/GIF/860624-87-9.gif)
860624-87-9
17 suppliers
$313.00/100mg