Sodium Hydroxide → 9-(6-Oxo-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)nonanoic acid

HRID 517896

Reaction equation

HRID 517896 reaction equation
[O:1]=[C:2]1[N:25]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]([O:36]CC)=[O:35])[C:6]2=[N:7][C:8]([C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=3)=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=3)[N:10]=[C:5]2[CH2:4][CH2:3]1.[OH-].[Na+]>CO>[O:1]=[C:2]1[N:25]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]([OH:36])=[O:35])[C:6]2=[N:7][C:8]([C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=3)=[C:9]([C:11]3[CH:12]=[CH:13][C:14]([CH3:17])=[CH:15][CH:16]=3)[N:10]=[C:5]2[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 89690004Ethyl 9-(6-oxo-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)nonanoate

Product 1

HCID 716576499-(6-Oxo-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)nonanoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ethyl 9-(6-oxo-2,3-di-p-tolyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)nonanoate (step 1)(392.5 mg, 0.764 mmol) in MeOH (10 ml) was treated with 1M NaOH (2.292 ml, 2.292 mmol) and stirred at RT overnight. The mixture was concentrated under reduced pressure to remove MeOH and acidified using 1M HCl. The resulting mixture was extracted with DCM and the organic extracts were concentrated under reduced pressure to afford the titled compound;

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customto remove MeOH
  3. extractionThe resulting mixture was extracted with DCM
  4. concentrationthe organic extracts were concentrated under reduced pressure

Sources & evidence

ORD record
ord-2eb6fab97ede45a7b5e7b73b3b349151
Source dataset
uspto-grants-2015_08
Patent number
US09115129B2

Linked notes

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