Sodium Hydroxide → HCID 59749188, compound

HRID 747176Notes

Reaction equation

HRID 747176 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[C:16]([C:18]3[C:19]([C:30]4[O:31][CH:32]=[CH:33][CH:34]=4)=[N:20][C:21]([NH2:29])=[N:22][C:23]=3[C:24]3[O:25][CH:26]=[CH:27][CH:28]=3)[CH:15]=[CH:14][N:13]=2)[CH2:8][CH2:7]1)=[O:5])C.[OH-].[Na+]>CO>[NH2:29][C:21]1[N:20]=[C:19]([C:30]2[O:31][CH:32]=[CH:33][CH:34]=2)[C:18]([C:16]2[CH:15]=[CH:14][N:13]=[C:12]([N:9]3[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]3)[CH:17]=2)=[C:23]([C:24]2[O:25][CH:26]=[CH:27][CH:28]=2)[N:22]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59749114HCID 59749114, compound

Product 1

HCID 59749188HCID 59749188, compoundYield 36.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a reaction vessel, ethyl1-{4-[2-amino-4,6-di(2-furyl)-5-pyrimidinyl]-2-pyridyl}-4-piperidinecarboxylate (59 mg, 0.128 mmol) was suspended in methanol (0.8 ml). A 5N aqueous sodium hydroxide solution (0.2 ml) was added therto, followed by stirring at room temperature for 15 hours. After the reaction was terminated, the reaction mixture was extracted with ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate and then the filtrate was concentrated, to give the title compound (20 mg, 36%) as a white solid.

Workup

  1. customAfter the reaction was terminated
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. washwashed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-8559ff35bcf44eb7a30149645d4cceef
Source dataset
uspto-grants-2008_07
Patent number
US07396836B2

Reaction notes

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