6-Bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole synthesis
- Product Name:6-Bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole
- CAS Number:301856-44-0
- Molecular formula:C14H15BrN2
- Molecular Weight:291.19
1445-73-4
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52415-29-9
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301856-44-0
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Yield:301856-44-0 91.5%
Reaction Conditions:
with sodium methylate in methanol at 90; for 48 h;
Steps:
6-bromo-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (11)
To a solution of 6-bromo-indole 9 (3g, 15.3 mmol), and 1-methylpiperidin-4-one (3.4g, 30.6 mmol) in methanol (50 ml) was added (28%) NaOMe in methanol (10 ml) and the reaction mixture was heated at 90 °C for 2d. The product was precipitated, was filtered off and dried under vacuum to give the compound 11 (4.1g, 91.5%). 1H-NMR (400 MHz, CDCl3): δ= 7.74 (d, J =8.8Hz, 1H), 7.56 (s, 1H), 7.41 (s, 1H), 7.14 (d, J = 8.4Hz, 1H), 6.1 (s, 1H), (3.03 (s, 2H), 2.51-2.56 (m, 4H), 2.28 (s, 3H).
References:
Sreenivasachary, Nampally;Kroth, Heiko;Benderitter, Pascal;Hamel, Anne;Varisco, Yvan;Hickman, David T.;Froestl, Wolfgang;Pfeifer, Andrea;Muhs, Andreas [Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,# 6,p. 1405 - 1411] Location in patent:supporting information
52415-29-9
413 suppliers
$9.00/1g
301856-44-0
9 suppliers
$238.50/1g