(1-{3-[5-(4-chlorophenyl)-5H-imidazo[2,1-a]isoindol-5-yl]propanoyl}piperidin-4-yl)methanol → HCID 58415562, compound

HRID 46176Notes

Reaction equation

HRID 46176 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:20][CH2:21][C:22]([N:24]3[CH2:29][CH2:28][CH:27]([CH2:30][OH:31])[CH2:26][CH2:25]3)=[O:23])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]3=[N:17][CH:18]=[CH:19][N:9]23)=[CH:4][CH:3]=1>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:20][CH2:21][C:22]([N:24]3[CH2:25][CH2:26][CH:27]([CH:30]=[O:31])[CH2:28][CH2:29]3)=[O:23])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]3=[N:17][CH:18]=[CH:19][N:9]23)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 58415537(1-{3-[5-(4-chlorophenyl)-5H-imidazo[2,1-a]isoindol-5-yl]propanoyl}piperidin-4-yl)methanol

Product 1

HCID 58415562HCID 58415562, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (1-{3-[5-(4-chlorophenyl)-5H-imidazo[2,1-a]isoindol-5-yl]propanoyl}piperidin-4-yl)methanol (36 mg) in CH2Cl2 was added resin (polystyrene) bound IBX (2 equivalent) and allowed to react overnight. The reaction mixture was then filtered through a fitted funnel and the resin was washed thoroughly with THF. Combined filtrate and washings were concentrated to give the title compound as a colorless glass. Mass. found (M+H)+, 480.0.

Workup

  1. customto react overnight
  2. filtrationThe reaction mixture was then filtered through a fitted funnel
  3. washthe resin was washed thoroughly with THF
  4. concentrationCombined filtrate and washings were concentrated

Sources & evidence

ORD record
ord-b6523672043945e3a3aff835724ea365
Source dataset
uspto-grants-2013_09
Patent number
US08541595B2

Reaction notes

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