3-(1-Benzylpiperidin-4-yl)-1,3-dihydroimidazo[4,5-c]quinolin-2-one → 3-Piperidin-4-yl-1,3-dihydroimidazo[4,5-c]quinolin-2-one

HRID 1782713Notes

Reaction equation

HRID 1782713 reaction equation
C1(C[N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[C:18]4[CH:19]=[N:20][C:21]5[CH:22]=[CH:23][CH:24]=[CH:25][C:26]=5[C:17]=4[NH:16][C:15]3=[O:27])[CH2:10][CH2:9]2)C=CC=CC=1>[Pd]>[NH:8]1[CH2:9][CH2:10][CH:11]([N:14]2[C:18]3[CH:19]=[N:20][C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][C:26]=4[C:17]=3[NH:16][C:15]2=[O:27])[CH2:12][CH2:13]1

Participants

3

Reactant 1

HCID 183215963-(1-Benzylpiperidin-4-yl)-1,3-dihydroimidazo[4,5-c]quinolin-2-one

Product 1

HCID 183215593-Piperidin-4-yl-1,3-dihydroimidazo[4,5-c]quinolin-2-oneYield 98.5%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Prepared analogously to Example A3f) from 1,3-dihydro-3-[1-(phenylmethyl)-4-piperidinyl]-2(2H)-imidazo[4,5-c]quinolone by hydrogenolysis in the presence of palladium/charcoal in a yield of 98.5% of theory. Colourless crystals, Rf=0.63 (FM1).

Sources & evidence

ORD record
ord-30abbb25505948a5b8ad4e2f8ce04c26
Source dataset
uspto-grants-2009_03
Patent number
US07498325B2

Reaction notes

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