Sodium Hydroxide → HCID 57937314, compound

HRID 1435483Notes

Reaction equation

HRID 1435483 reaction equation
[OH-].[Na+].[C:3]([C:7]1[N:11]([CH2:12][CH:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:10]2[CH:19]=[CH:20][C:21]([S:23]([N:26]3[CH2:31][CH2:30][CH:29]([C:32]([O:34]C)=[O:33])[CH2:28][CH2:27]3)(=[O:25])=[O:24])=[CH:22][C:9]=2[N:8]=1)([CH3:6])([CH3:5])[CH3:4]>CO.O.O>[C:3]([C:7]1[N:11]([CH2:12][CH:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[C:10]2[CH:19]=[CH:20][C:21]([S:23]([N:26]3[CH2:27][CH2:28][CH:29]([C:32]([OH:34])=[O:33])[CH2:30][CH2:31]3)(=[O:25])=[O:24])=[CH:22][C:9]=2[N:8]=1)([CH3:6])([CH3:4])[CH3:5]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 57937343HCID 57937343, compound

Product 1

HCID 57937314HCID 57937314, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 22242641Methanol--water (1/1)Solvent

Procedure

NaOH (0.75 mL, 2M, 1.5 mmol) was added to a solution of methyl 1-{[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]sulfonyl}piperidine-4-carboxylate (173 mg, 0.36 mmol) in 10 mL MeOH—H2O (1:1) at ambient temperature. The reaction mixture was stirred overnight and diluted with water (40 mL). The solvent was concentrated to 40 mL. The resulting solution was neutralized with HCl solution and the product was extracted with EtOAc and dried over anhydrous Na2SO4. The solvent was concentrated to provide the title compound as white solid. Yield: 60 mg (95%); MS (ESI) (M+H)+=464.0.

Workup

  1. concentrationThe solvent was concentrated to 40 mL
  2. extractionthe product was extracted with EtOAc
  3. dry with materialdried over anhydrous Na2SO4
  4. concentrationThe solvent was concentrated

Sources & evidence

ORD record
ord-5cebb033e0d34123800b417bcbfd4d5e
Source dataset
uspto-grants-2009_11
Patent number
US07615642B2

Reaction notes

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