Potassium hydroxy sulfite → HCID 57937338, compound

HRID 1435534Notes

Reaction equation

HRID 1435534 reaction equation
[OH:1]OS([O-])=O.[K+].[C:7]([C:11]1[N:15]([CH2:16][CH:17]2[CH2:22][CH2:21][CH:20]([F:23])[CH2:19][CH2:18]2)[C:14]2[CH:24]=[CH:25][C:26]([S:28]([N:31]3[CH:35]=[CH:34][C:33]([CH:36]=[O:37])=[CH:32]3)(=[O:30])=[O:29])=[CH:27][C:13]=2[N:12]=1)([CH3:10])([CH3:9])[CH3:8]>CN(C=O)C>[C:7]([C:11]1[N:15]([CH2:16][CH:17]2[CH2:22][CH2:21][CH:20]([F:23])[CH2:19][CH2:18]2)[C:14]2[CH:24]=[CH:25][C:26]([S:28]([N:31]3[CH:35]=[CH:34][C:33]([C:36]([OH:1])=[O:37])=[CH:32]3)(=[O:30])=[O:29])=[CH:27][C:13]=2[N:12]=1)([CH3:10])([CH3:8])[CH3:9]

Participants

4

Reactant 2

HCID 23707502Potassium hydroxy sulfiteHCID 579373941-({2-tert-Butyl-1-[(4-fluorocyclohexyl)methyl]-1H-benzimidazol-5-yl}sulfonyl)-1H-pyrrole-3-carbaldehyde

Product 1

HCID 57937338HCID 57937338, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Oxone® (0.36 g, 0.53 mmol) was added to a solution of 1-({2-tert-butyl-1-[(4fluorocyclohexyl)methyl]-1H-benzimidazol-5-yl}sulfonyl)-1H-pyrrole-3-carbaldehyde (0.23 g, 0.53 mmol) in DMF (15 mL). The reaction mixture was stirred overnight at ambient temperature and the solvent was concentrated. The product was recovered in DCM, washed with 10% HCl solution, brine and dried over anhydrous Na2SO4. The solvent was concentrated to provide the pure title compound as white solid. Yield: 0.26 g (99%). MS (ESI) (M+H)+=462.1.

Workup

  1. concentrationthe solvent was concentrated
  2. customThe product was recovered in DCM
  3. washwashed with 10% HCl solution, brine
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationThe solvent was concentrated

Sources & evidence

ORD record
ord-a70faca2e4df42a38ee9d3edf907dcfe
Source dataset
uspto-grants-2009_11
Patent number
US07615642B2

Reaction notes

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