Sodium Hydroxide → HCID 117777902, compound

HRID 64113Notes

Reaction equation

HRID 64113 reaction equation
[OH-].[Na+].[N:3]1([C:8]2[CH:31]=[CH:30][C:11]3[N:12]([C:15]4[CH:16]=[C:17]([NH:26]C(=O)C)[CH:18]=[C:19]([N:21]5[CH:25]=[CH:24][CH:23]=[CH:22]5)[CH:20]=4)[CH:13]=[N:14][C:10]=3[CH:9]=2)[CH:7]=[CH:6][CH:5]=[N:4]1>C(O)C.C(OCC)(=O)C>[N:3]1([C:8]2[CH:31]=[CH:30][C:11]3[N:12]([C:15]4[CH:16]=[C:17]([CH:18]=[C:19]([N:21]5[CH:25]=[CH:24][CH:23]=[CH:22]5)[CH:20]=4)[NH2:26])[CH:13]=[N:14][C:10]=3[CH:9]=2)[CH:7]=[CH:6][CH:5]=[N:4]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 117777753HCID 117777753, compound

Product 1

HCID 117777902HCID 117777902, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 10% NaOH (5 ml) and the compound of Example 96 (1.45 g, 3.79 mmol) in 25 ml ethanol was heated at 100° C. for 2 h. The mixture was diluted with ethyl acetate (100 ml) and the organic layer was washed with water (50 ml) and brine (25 ml). The solvent was removed under reduced pressure and the residue was purified by column chromatography over silica gel to give the product in 85% yield (1.1 g).

Workup

  1. washthe organic layer was washed with water (50 ml) and brine (25 ml)
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was purified by column chromatography over silica gel
  4. customto give the product in 85% yield (1.1 g)

Sources & evidence

ORD record
ord-c34eb392c76a41d995fd75e00a09ba52
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Reaction notes

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