1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one → HCID 59170164, compound

HRID 1446321Notes

Reaction equation

HRID 1446321 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[CH:10][C:9]=2[C:13](Cl)=[O:14])=[CH:4][CH:3]=1.[NH:16]1[CH2:21][CH2:20][CH:19]([N:22]2[C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=3[NH:24][C:23]2=[O:31])[CH2:18][CH2:17]1>ClCCl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[CH:10][C:9]=2[C:13]([N:16]2[CH2:17][CH2:18][CH:19]([N:22]3[C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=4[NH:24][C:23]3=[O:31])[CH2:20][CH2:21]2)=[O:14])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 886381,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 729429065-(P-tolyl)isoxazole-4-carbonyl chloride

Product 1

HCID 59170164HCID 59170164, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 5-(4-methylphenyl)isoxazole-4-carbonyl chloride (10 mg, 0.054 mmol) in dichloromethane (1 mL) was added 1-piperidin-4-yl-1,3-dihydro-2H-benzimidazol-2-one (10 mg, 0.046 mmol, 1 eq.), and the reaction mixture was stirred for 1 h. The solvent was removed, and the residue was purified by preparative reverse-phase HPLC to give the title compound. HRMS (ESI, pos. ion) m/z calcd for C23H22N4O3: 402.1692, found 402.1695.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by preparative reverse-phase HPLC

Sources & evidence

ORD record
ord-b6002c38b3194398b8f1c6dfeb0d7755
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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