Sodium Hydroxide → HCID 117777471, compound

HRID 64127Notes

Reaction equation

HRID 64127 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[C:13]([N:15]2[C:19]3[CH:20]=[CH:21][C:22]([C:24]4[CH:25]=[N:26][N:27]([CH2:29][CH2:30][N:31]5[CH2:36][CH2:35][O:34][CH2:33][CH2:32]5)[CH:28]=4)=[CH:23][C:18]=3[N:17]=[CH:16]2)[CH:12]=[C:11]([NH:37]C(=O)C)[CH:10]=1.[OH-].[Na+]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[C:13]([N:15]2[C:19]3[CH:20]=[CH:21][C:22]([C:24]4[CH:25]=[N:26][N:27]([CH2:29][CH2:30][N:31]5[CH2:32][CH2:33][O:34][CH2:35][CH2:36]5)[CH:28]=4)=[CH:23][C:18]=3[N:17]=[CH:16]2)[CH:12]=[C:11]([NH2:37])[CH:10]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 117777433HCID 117777433, compound

Product 1

HCID 117777471HCID 117777471, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of the compound of Example 139 (2.2 g, 4.0 mmol) in ethanol (100 ml) was added aqueous solution of NaOH (2.0 g, 50 mmol, 12.5 eq.) and the mixture was heated at 100° C. for 4 h. The mixture was quenched and extracted as in Example 1(d). The solvent was distilled off to afford the product in 90% yield (1.8 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 90% yield (1.8 g)

Sources & evidence

ORD record
ord-ca4bdc60b0944094b9f1d537ed81da77
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Reaction notes

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