Lithium Hydroxide → HCID 66666416, compound

HRID 406214Notes

Reaction equation

HRID 406214 reaction equation
C([O:4][CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[C:14]2=[N:15][C:16]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[C:17]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:18]=[C:13]2[CH2:12][CH2:11][CH2:10]1)(=O)C.[OH-].[Li+]>C1COCC1.O.CCOC(C)=O>[C:19]1([C:17]2[N:18]=[C:13]3[CH2:12][CH2:11][CH2:10][N:9]([CH2:8][CH2:7][CH2:6][CH2:5][OH:4])[C:14]3=[N:15][C:16]=2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

6

Reactant 2

HCID 3939Lithium HydroxideHCID 66665480HCID 66665480, compound

Product 1

HCID 66666416HCID 66666416, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4-(2,3-diphenyl-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)butyl acetate (step 2) (410 mg, 1.021 mmol) in THF (6 ml) and water (3 ml) was added lithium hydroxide (56.9 mg, 2.375 mmol) and the mixture was heated at reflux for 18 h. The reaction mixture was diluted with EtOAc and the combined organic extracts were washed with water (2×), brine, dried (MgSO4), filtered and concentrated in vacuo to afford the title compound;

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 18 h
  3. washthe combined organic extracts were washed with water (2×), brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-20468b0c0ead45cb80f69aed3e0edcb5
Source dataset
uspto-grants-2014_06
Patent number
US08754085B2

Reaction notes

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