ChemicalBook CAS DataBase List 3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE

3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE synthesis

5synthesis methods

Product Name:3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE
CAS Number:335165-68-9
Molecular formula:C19H21Br2N3O
Molecular Weight:467.2

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

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3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE

335165-68-9
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Yield: 99%

Steps:

16 (R)-1-(3.6-Dibromocarbazol-9-yl)-3-piperazin-1-yl-propan-2-ol
Example 16 (R)-1-(3.6-Dibromocarbazol-9-yl)-3-piperazin-1-yl-propan-2-ol The same method as employed in the preparation of Example 3 but starting from (R)-4-[3-(3,6-dibromocarbazol-9-yl)-2-hydroxy-propyl]-piperazine-1-carboxylictert-butyl ester gave the title compound as a white solid in a 99% yield. M.p.: 303-304 °C. ¹H NMR (DMSO-d6, 300 MHz) δ 11.0 (br s, 1H), 9.56 (br s, 2H), 8.46 (d, 2H, J= 1.9 Hz), 7.72 (d, 2H, J= 8.8 Hz), 7.60 (dd, 2H, J= 8.8, 1.9 Hz), 5.92 (br s, 1H), 4.40 (br s, 3H), 3.56-3.37 (m, 10H). 98%ee (ChiralPak AD column, rt, isohexane:EtOH:TEA (90:10:0.1), 240 nM, 1 mL/min).

References:

Applied Research Systems ARS Holding N.V. EP1094063, 2001, A1