ChemicalBook CAS DataBase List 7-Indolizinamine, octahydro-

7-Indolizinamine, octahydro- synthesis

5synthesis methods

Product Name:7-Indolizinamine, octahydro-
CAS Number:80220-48-0
Molecular formula:C8H16N2
Molecular Weight:140.23

275359-69-8 Synthesis

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80220-48-0
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Yield:80220-48-0 98%

Reaction Conditions:

with ammonia;hydrogen;palladium 10% on activated carbon in ethanol at 20; for 4 h;

Steps:

1.1

[Example]; [Example 1]; (+/-)-4-(4-Fluorophenyl)-5-(pyridin-4-yl)-1-(1,2,3,5,6,7,8,8a-octahydroindolizin-7-yl)imidazole (Exemplification compound number 13-15); 1) (+/-)-7-Amino-1,2,3,5,6,7,8,8a-octahydroindolizine; (+/-)-1,2,3,5,6,7,8,8a-Octahydroindolizin-7-one (5.0 g, 35.9 mmol) was dissolved in a solution of 2M ammonia/ethanol (54 ml, 108 mmol calculated in terms of ammonia). The resulting solution was stirred at room temperature in an atmosphere of hydrogen in the presence of 10% palladium on charcoal (500 mg) for 4 hours. At the end of this time, the reaction mixture was filtered to remove the catalyst and the filtrate was concentrated by evaporation under reduced pressure, to give the title compound (4.91 g) as a colorless oil (yield 98 %).1H-Nuclear magnetic resonance spectrum (500 MHz, CDCl3) δ ppm: 3.15-3.04 (2H, m), 2.72-2.64 (1H, m), 2.10-2.00 (3H, m), 1.91-1.49 (6H, m), 1.47-1.33 (3H,m), 1.06-0.99 (1H, m).

References:

EP1361225,2003,A1 Location in patent:Page/Page column 246

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