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ChemicalBook CAS DataBase List 1H-Pyrido[4,3-b]indole, 6-bromo-2,3,4,5-tetrahydro-, hydrochloride (1:1)

1H-Pyrido[4,3-b]indole, 6-bromo-2,3,4,5-tetrahydro-, hydrochloride (1:1) synthesis

3synthesis methods
41979-39-9 Synthesis
4-oxopiperidinium chloride

41979-39-9
115 suppliers
$15.00/10mg

50709-33-6 Synthesis
2-Bromophenylhydrazine hydrochloride

50709-33-6
279 suppliers
$5.00/1g

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Yield: 76%

Reaction Conditions:

with hydrogenchloride in ethanol;waterReflux;

Steps:

3 Example 3: Preparation of 6-bromo-2,3,4,5-tetrahydro-lH-pyrido[4,3-b]indole hydrochloride (IVa)
(2-Bromophenyl)hydrazine hydrochloride (100 grams; 447 mmol; 1 molEq), piperidin-4- one hydrochloride (73 grams; 538.39 mmol; 1.2 molEq) and ethanol (700 mL) were charged in 1L reactor. Concentrated hydrochloric acid (100 mL; 1184 mmol; 2.65 molEq) was added dropwise. Resulting suspension was heated torefluxovernight. Reaction mixture was cooled down to 0 °C and stirred 2 hours. Product was filtered off, washed with cold ethanol (5x100 ml) and dried in vacuo. Crude 6-bromo-2,3,4,5-tetrahydro- l//-pyrido[4,3-b]indole hydrochloride was isolated as light brown solid in 76% yield (116.37 grams; 83.66% assay; 96.86 Area% UPLC purity) m/z = 251 (positive)

References:

TEVA CZECH INDUSTRIES S.R.O;TEVA PHARMACEUTICALS USA, INC.;JANTON, Nikolina;CERIĆ, Helena;MATEČIĆ MUŠANIĆ, Sanja;MRSIC, Natasa;LERMAN, Lidija;MOMCILOVIC, Tina Dancevic;SAGUD, Ivana;JEGOROV, Alexandr WO2020/112941, 2020, A2 Location in patent:Paragraph 00303

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