Sodium Hydroxide → HCID 68670594, compound

HRID 2047385Notes

Reaction equation

HRID 2047385 reaction equation
[OH-].[Na+].C([O:5][C:6]([CH:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[N:24]([CH:25]([F:27])[F:26])[C:23]4[CH:28]=[CH:29][CH:30]=[CH:31][C:22]=4[N:21]=3)[CH:15]=2)[CH2:10][CH2:9]1)=[O:7])C>C(O)C.O>[F:27][CH:25]([F:26])[N:24]1[C:23]2[CH:28]=[CH:29][CH:30]=[CH:31][C:22]=2[N:21]=[C:20]1[C:16]1[CH:15]=[C:14]([N:11]2[CH2:12][CH2:13][CH:8]([C:6]([OH:7])=[O:5])[CH2:9][CH2:10]2)[CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68672239HCID 68672239, compound

Product 1

HCID 68670594HCID 68670594, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Conditions

Temperature
80 °C

Procedure

NaOH powder (0.24 g, 6.02 mmol) was added to a solution of 1-[3-(1-Difluoromethyl-1H-benzoimidazol-2-yl)-phenyl-]piperidine-4-carboxylic acid ethyl ester (1.20 g, 3.01 mmol) in ethanol:water 3:1 and the reaction was heated at 80° C. overnight. Reaction was cooled to room temperature and the organic solvent concentrated by evaporation under reduced pressure. The resulting solution was neutralized by dropwise addition of 6N HCl. A pale brown precipitated and it was filtered off and dried to afford 0.80 g of the title compound (72%).

Workup

  1. customReaction
  2. temperaturewas cooled to room temperature
  3. concentrationthe organic solvent concentrated by evaporation under reduced pressure
  4. additionThe resulting solution was neutralized by dropwise addition of 6N HCl
  5. customA pale brown precipitated
  6. filtrationit was filtered off
  7. customdried

Sources & evidence

ORD record
ord-07329a29861046f69e3bc92e354651ce
Source dataset
uspto-grants-2013_11
Patent number
US08592463B2

Reaction notes

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