CHEMBRDG-BB 4013289 synthesis

11synthesis methods

Product Name:CHEMBRDG-BB 4013289
CAS Number:1485-19-4
Molecular formula:C13H13NO
Molecular Weight:199.25

3456-99-3
58 suppliers
$92.00/500mg

74-88-4
348 suppliers
$15.00/10g

1485-19-4
18 suppliers
$45.00/50mg

Yield:1485-19-4 100%

Reaction Conditions:

Stage #1: 1-oxo-2,3,4,9-tetrahydrocarbazolewith sodium hydride in acetone at 20; for 1 h;Inert atmosphere;
Stage #2: methyl iodide in acetone at 20; for 3 h;Inert atmosphere;

Steps:

10-methyl-2,4,5,10-tetrahydropyrazolo[3,4-a]carbazole (8)

General procedure: Under N₂, to a solution of compound 3 (185mg, 1mmol) in 10mL of acetone was added NaH (200mg, 60% in coal oil, 7.5mmol) at room temperature. The mixture was stirred for 1h and then charged with MeI (255mg, 5mmol). After 3h, the mixture was quenched with water followed by extraction with CHCl₃, dry with anhydrous Na₂SO₄ and evaporation in vacuo. The residue was purifiedby flash chromatography to give yellow solid in quantitive yield.

References:

Wu, Zhijie;Li, Ying;Cai, Yu;Yuan, Junying;Yuan, Chengye [Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,# 17,p. 4903 - 4906] Location in patent:supporting information

110-88-3 Synthesis