1-(1-Benzyl-4-methyl-piperidin-4-yl)-3-methyl-1,3-dihydro-benzoimidazol-2-one → 1-Methyl-3-(4-methyl-piperidin-4-yl)-1,3-dihydro-benzoimidazol-2-one

HRID 239120Notes

Reaction equation

C([N:8]1[CH2:13][CH2:12][C:11]([N:15]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[N:17]([CH3:24])[C:16]2=[O:25])([CH3:14])[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[CH3:24][N:17]1[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[N:15]([C:11]2([CH3:14])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[C:16]1=[O:25]

Participants

Conditions

Temperature: 50 °C

Procedure

2.5 g palladium charcoal was added to 4.6 g 1-(1-benzyl-4-methyl-piperidin-4-yl)-3-methyl-1,3-dihydro-benzoimidazol-2-one in 100 mL methanol. The reaction was stirred 3 h at 50° C. and 30 bar under hydrogen. The reaction was filtered and evaporated to yields 3 g of the desired product. (M+H)+: 246

Workup

filtrationThe reaction was filtered
customevaporated

Sources & evidence

ORD record: ord-8d97c3252be34a15b6e3a0406495b7a0
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08642774B2

Reaction notes

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