Sodium Hydroxide → HCID 117777646, compound

HRID 64102Notes

Reaction equation

HRID 64102 reaction equation
[N:1]1([C:6]2[CH:31]=[CH:30][C:9]3[N:10]([C:13]4[CH:14]=[C:15]([NH:26]C(=O)C)[CH:16]=[C:17]([C:19]5[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=5)[CH:18]=4)[CH:11]=[N:12][C:8]=3[CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.[OH-].[Na+]>C(O)C>[N:1]1([C:6]2[CH:31]=[CH:30][C:9]3[N:10]([C:13]4[CH:14]=[C:15]([NH2:26])[CH:16]=[C:17]([C:19]5[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=5)[CH:18]=4)[CH:11]=[N:12][C:8]=3[CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 117777543HCID 117777543, compound

Product 1

HCID 117777646HCID 117777646, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

To a solution of the compound of Example 70 (0.6 g, 1.46 mmol) in ethanol (40 ml) was added aqueous solution of NaOH (1.0 g, 25 mmol, 17.1 eq.) and the mixture was heated at 85° C. for 5 h. The mixture was quenched and extracted as in Example 1(d). The combined organic layer was washed with water, brine and dried over sodium sulphate. The solvent was distilled off to afford the product in 84% yield (0.45 g).

Workup

  1. customThe mixture was quenched
  2. extractionextracted as in Example 1(d)
  3. washThe combined organic layer was washed with water, brine
  4. dry with materialdried over sodium sulphate
  5. distillationThe solvent was distilled off
  6. customto afford the product in 84% yield (0.45 g)

Sources & evidence

ORD record
ord-0d9d2ae3dc064cbeb34b41502ffde3c8
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Reaction notes

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