HCID 69585305, compound → HCID 69585305, compound

HRID 1828207Notes

Reaction equation

HRID 1828207 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH:18]([C:19]3[CH:20]=[C:21]([CH3:25])[CH:22]=[CH:23][CH:24]=3)[C:17]([C:26]3[CH:39]=[CH:38][C:29]4[N:30]([CH2:36][CH3:37])[C:31](=[O:35])[N:32]([CH2:33][CH3:34])[C:28]=4[CH:27]=3)=[CH:16][NH:15]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.C(O)(=O)C.[Pd]>[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([N:14]2[CH:18]([C:19]3[CH:20]=[C:21]([CH3:25])[CH:22]=[CH:23][CH:24]=3)[C:17]([C:26]3[CH:39]=[CH:38][C:29]4[N:30]([CH2:36][CH3:37])[C:31](=[O:35])[N:32]([CH2:33][CH3:34])[C:28]=4[CH:27]=3)=[CH:16][NH:15]2)[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[CH2:36]([N:30]1[C:29]2[CH:38]=[CH:39][C:26]([C:17]3[CH:18]([C:19]4[CH:20]=[C:21]([CH3:25])[CH:22]=[CH:23][CH:24]=4)[N:14]([CH:11]4[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]4)[NH:15][CH:16]=3)=[CH:27][C:28]=2[N:32]([CH2:33][CH3:34])[C:31]1=[O:35])[CH3:37]

Participants

6

Reactant 1

HCID 69585305HCID 69585305, compound

Product 2

HCID 69585305HCID 69585305, compoundHCID 69585537HCID 69585537, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidCatalystHCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

5-[2-(1-Benzyl-piperidin-4-yl)-3-m-tolyl-1H-pyrazol-4-yl]-1,3-diethyl-1,3-dihydro-benzoimidazol-2-one is prepared according to the procedures described in Example 334. 5-[2-(1-Benzyl-piperidin-4-yl)-3-m-tolyl-1H-pyrazol-4-yl]-1,3-diethyl-1,3-dihydro-benzoimidazol-2-one (180 mg) is diluted with ethanol (5 mL) and acetic acid (5 drops). The mixture is then treated with 5% Pd/C and shaken under an atmosphere of hydrogen for 8 hours. The mixture is then filtered and concentrated to give 1,3-Diethyl-5-(2-piperidin-4-yl-3-m-tolyl-1H-pyrazol-4-yl)-1,3-dihydro-benzoimidazol-2-one.

Workup

  1. filtrationThe mixture is then filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-8958de52393244d2887a7df73ce1f1a4
Source dataset
uspto-grants-2006_06
Patent number
US07056918B2

Reaction notes

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