Sodium Hydroxide → HCID 117777572, compound

HRID 64117Notes

Reaction equation

HRID 64117 reaction equation
[O:1]1[C:5]([C:6]2[CH:29]=[CH:28][C:9]3[N:10]([C:13]4[CH:14]=[C:15]([NH:24]C(=O)C)[CH:16]=[C:17]([N:19]5[CH:23]=[CH:22][CH:21]=[CH:20]5)[CH:18]=4)[CH:11]=[N:12][C:8]=3[CH:7]=2)=[CH:4][N:3]=[CH:2]1.[OH-].[Na+]>C(O)C>[O:1]1[C:5]([C:6]2[CH:29]=[CH:28][C:9]3[N:10]([C:13]4[CH:14]=[C:15]([CH:16]=[C:17]([N:19]5[CH:23]=[CH:22][CH:21]=[CH:20]5)[CH:18]=4)[NH2:24])[CH:11]=[N:12][C:8]=3[CH:7]=2)=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 117777673HCID 117777673, compound

Product 1

HCID 117777572HCID 117777572, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

To a solution of the compound of Example 106 (800 mg, 2.1 mmol) in ethanol (15 ml) was added aqueous solution of NaOH (0.72 g, 18.06 mmol, 8.6 eq.) and the mixture was heated at 85° C. for 5 h. The mixture was quenched and extracted as in Example 1(d). The solvent was distilled off to afford the product in 70% yield (0.5 g).

Workup

  1. customThe mixture was quenched
  2. extractionextracted as in Example 1(d)
  3. distillationThe solvent was distilled off
  4. customto afford the product in 70% yield (0.5 g)

Sources & evidence

ORD record
ord-dbd26c0fb6cb498f9bc0037cb47e03c6
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Reaction notes

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