Water → HCID 18449185, compound

HRID 1270171Notes

Reaction equation

HRID 1270171 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].CON(C)[C:10]([C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]1[C:22]([O:25][CH3:26])=[N:23][N:24]=[C:17]1[C:16]([NH:27][CH:28]([CH3:30])[CH3:29])=[N:15]2)=[O:11].O.[OH-].[Na+]>C1COCC1.CCOC(C)=O>[CH:28]([NH:27][C:16]1[C:17]2[N:18]([C:22]([O:25][CH3:26])=[N:23][N:24]=2)[C:19]2[C:14]([N:15]=1)=[CH:13][C:12]([CH:10]=[O:11])=[CH:21][CH:20]=2)([CH3:30])[CH3:29]

Participants

7

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 86594422HCID 86594422, compound

Product 1

HCID 18449185HCID 18449185, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
23 °C

Procedure

Solid LAH (8 mg) was added to a solution of 4-isopropylamino-1-methoxy-[1,2,4]triazolo[4,3-a]quinoxaline-7-carboxylic acid-methoxy-methyl-amide (50 mg) in THF at −78° C. After 80 min., the solution was warmed to 23° C. Portions of water (40 μL), 15% aqueous sodium hydroxide solution (40 μL), and water (180 μL) were added sequentially. The resulting mixture was diluted with EtOAc, and was then dried over sodium sulfate and filtered. Concentration afforded 4-isopropylamino-1-methoxy-[1,2,4]triazolo[4,3-a]quinoxaline-7-carbaldehyde as a white solid. MS (M+H)+=286.4.

Workup

  1. dry with materialwas then dried over sodium sulfate
  2. filtrationfiltered
  3. concentrationConcentration

Sources & evidence

ORD record
ord-0a1bb3ef702f45ca959b56d7893bf7b7
Source dataset
uspto-grants-2007_04
Patent number
US07202245B2

Reaction notes

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