Aluminium lithium hydride → HCID 18449243, compound

HRID 1270166Notes

Reaction equation

HRID 1270166 reaction equation
C[O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([N:9]=[C:10]([NH:19][CH:20]([CH3:22])[CH3:21])[C:11]3[N:12]2[C:15](=[O:18])[NH:16][N:17]=3)=[CH:7][CH:6]=1)=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[OH:2][CH2:3][C:5]1[CH:14]=[C:13]2[C:8]([N:9]=[C:10]([NH:19][CH:20]([CH3:22])[CH3:21])[C:11]3[N:12]2[C:15](=[O:18])[NH:16][N:17]=3)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 69416361HCID 69416361, compound

Product 1

HCID 18449243HCID 18449243, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
65 °C

Procedure

A solution of 4-isopropylamino-1-oxo-1,2-dihydro-[1,2,4]triazolo[4,3-a]quinoxaline-8-carboxylic acid methyl ester (200 mg) in THF (5.0 mL) was stirred as LAH (76 mg) was added. The mixture was heated to 65° C. for two hr. and cooled to 23° C. prior to quenching with water (100 μL), 15% sodium hydroxide (100 μL); and water (300 μL). The solids were removed by filtration through diatomaceous earth, and the filtrate was concentrated. The residue was purified by silica gel chromatography to provide the title compound as a white solid. MS (M+H)+=329.0.

Workup

  1. additionwas added
  2. temperatureand cooled to 23° C.
  3. customto quenching with water (100 μL), 15% sodium hydroxide (100 μL)
  4. customThe solids were removed by filtration through diatomaceous earth
  5. concentrationthe filtrate was concentrated
  6. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-f476ecbfdc594163a8378f76aea7bd7d
Source dataset
uspto-grants-2007_04
Patent number
US07202245B2

Reaction notes

Loading…