9-broMo-6,6-diMethyl-8-(4-Morpholinopiperidin-1-yl)-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile synthesis
- Product Name:9-broMo-6,6-diMethyl-8-(4-Morpholinopiperidin-1-yl)-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile
- CAS Number:1256579-62-0
- Molecular formula:C28H29BrN4O2
- Molecular Weight:533.46
![9-broMo-3-cyano-6,6-diMethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yl trifluoroMethanesulfonate](/CAS/20150408/GIF/1256579-48-2.gif)
1256579-48-2
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53617-35-9
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Yield:1256579-62-0 98%
Reaction Conditions:
in 1-methyl-pyrrolidin-2-one at 120; for 3 h;
Steps:
5.1.22. 9-Bromo-6,6-dimethyl-8-(4-morpholin-4-yl-piperidin-1-yl)-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile(16)
To a solution of 11 (737 mg, 1.43 mmol) in NMP (12 mL) was added 4-morpholinopiperidine (1.05 g, 6.17 mmol). After stirring for 3 h at 120 °C, the reaction mixture was cooled and poured into water to afford precipitation. The precipitate was filtered off and dried under reduced pressure to yield 16 as a white solid(748 mg, 98%). 1H NMR (400 MHz, DMSO-d6) δ: 8.24-8.30 (2H, m), 8.00 (1H, s), 7.59 (1H, d, J = 8.2 Hz), 7.42 (1H, s), 3.45-3.66 (6H, m), 2.80 (2H, t, J = 11.1 Hz), 2.28-2.38 (1H, m), 1.87-1.96 (2H, m), 1.75 (6H, s), 1.56-1.66 (2H, m); HRMS (ESI), m/z Calcd for C28H29BrN4O2+H: 533.1547, Found: 533.1546.
References:
Kinoshita, Kazutomo;Asoh, Kohsuke;Furuichi, Noriyuki;Ito, Toshiya;Kawada, Hatsuo;Hara, Sousuke;Ohwada, Jun;Miyagi, Takuho;Kobayashi, Takamitsu;Takanashi, Kenji;Tsukaguchi, Toshiyuki;Sakamoto, Hiroshi;Tsukuda, Takuo;Oikawa, Nobuhiro [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 3,p. 1271 - 1280] Location in patent:experimental part
53617-35-9
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1256579-62-0
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![9-broMo-8-hydroxy-6,6-diMethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile](/CAS/20150408/GIF/1256579-06-2.gif)
1256579-06-2
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1256579-62-0
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