Sodium Hydroxide → HCID 117777633, compound

HRID 64091Notes

Reaction equation

HRID 64091 reaction equation
[CH3:1][N:2]([CH3:37])[CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[CH:36]=[CH:35][C:13]3[N:14]([C:17]4[CH:18]=[C:19]([NH:31]C(=O)C)[CH:20]=[C:21]([C:23]5[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=5[F:30])[CH:22]=4)[CH:15]=[N:16][C:12]=3[CH:11]=2)[CH:7]=[N:6]1.[OH-].[Na+]>C(O)C>[CH3:1][N:2]([CH3:37])[CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[CH:36]=[CH:35][C:13]3[N:14]([C:17]4[CH:18]=[C:19]([NH2:31])[CH:20]=[C:21]([C:23]5[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:24]=5[F:30])[CH:22]=4)[CH:15]=[N:16][C:12]=3[CH:11]=2)[CH:7]=[N:6]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 71554408N-(5-(5-(1-(2-(dimethylamino)ethyl)-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-2',4'-difluorobiphenyl-3-yl)acetamide

Product 1

HCID 117777633HCID 117777633, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of the compound of Example 8 (1.5 g, 3.0 mmol) in ethanol (30 ml) was added aqueous solution of NaOH (1.5 g, 37.5 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 58% yield (0.8 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 58% yield (0.8 g)

Sources & evidence

ORD record
ord-b3ccccb1a5174b308b2e524f471fb132
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Reaction notes

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