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303021-32-1

1H,4H,5H,6H,7H,8H-IMIDAZO[4,5-D]AZEPINE synthesis

1synthesis methods
6-benzyl-1,4,5,6,7,8-hexahydroiMidazo[4,5-d]azepine

303021-31-0
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1H,4H,5H,6H,7H,8H-IMIDAZO[4,5-D]AZEPINE

303021-32-1
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Yield:303021-32-1 59.3%

Reaction Conditions:

with hydrogen;palladium on activated charcoal in ethanol; under 3750.38 Torr;

Steps:

ill Step (ill): 4,5,7,8-Tetrahydro-1H,6H-imidazo[4,5-d]azepine

4,5,7,8-Tetrahydro-1H,6H-imidazo[4,5-d]azepine 25.4 mmol of 6-benzyl-4,5,7,8-tetrahydro-1H-imidazo[4,5-d]azepine are dissolved in 180 ml, ethanol and upon addition of 1.5 g palladium on charcoal treated with hydrogen at a pressure of 5 bar. After removal of the catalyst the filtrate is evaporated on a rotavapor and the residue crystallized from acetonitrile. Yield of 4,5,7,8-tetrahydro-1H,6H-imidazo[4,5-d]azepine=59.3%.

References:

US6908926,2005,B1 Location in patent:Page/Page column 42