Potassium Hydroxide → HCID 69565060, compound

HRID 1815975Notes

Reaction equation

HRID 1815975 reaction equation
[N:1]([C@@H:4]([CH3:19])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]3[O:18][CH2:17][CH:16]=[CH:15][C:13]3=2)[CH:8]=[N:7]1)=[N+]=[N-].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[K+]>C1COCC1>[CH3:19][C@H:4]([NH2:1])[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]3[O:18][CH2:17][CH:16]=[CH:15][C:13]3=2)[CH:8]=[N:7]1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 21226445Aluminium lithium hydrideHCID 86759656HCID 86759656, compound

Product 1

HCID 69565060HCID 69565060, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of the product from Example 8, Step B (0.10 g, 0.39 mmol) in dry THF (20 ml) at 0° C. was added a solution of lithium aluminum hydride (0.39 mL, 1.56 mmol of a 1 M solution in THF) and the mixture was allowed to warm to room temperature (1 h) with stirring. Aqueous potassium hydroxide (2 M, 0.02 mL) was added to the reaction mixture and the solids that formed were removed by filtration. The filtrate was evaporated to a yellow oil (0.05 g, 56%): LC/MS (+APCI) m/z 230. Analysis. Calculated for C13H15N3O.0.17H2O: C, 67.26; H, 6.60; N, 18.10. Found: C, 67.35; H, 6.45; N, 17.76.

Workup

  1. customthe solids that formed
  2. customwere removed by filtration
  3. customThe filtrate was evaporated to a yellow oil (0.05 g, 56%)

Sources & evidence

ORD record
ord-81f9fd8f9ed944d787bf1b839f8ccc3d
Source dataset
uspto-grants-2005_04
Patent number
US06881749B2

Reaction notes

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