Sodium Hydroxide → HCID 90388219, compound

HRID 2205237Notes

Reaction equation

HRID 2205237 reaction equation
CC1C=CC(S([O:11][C:12]2[C:13]3[S:20][C:19]([C:21]4[N:25]5[N:26]=[C:27]([Cl:30])[CH:28]=[CH:29][C:24]5=[N:23][CH:22]=4)=[CH:18][C:14]=3[CH:15]=[N:16][CH:17]=2)(=O)=O)=CC=1.[OH-].[Na+]>CO>[Cl:30][C:27]1[CH:28]=[CH:29][C:24]2[N:25]([C:21]([C:19]3[S:20][C:13]4[C:12]([OH:11])=[CH:17][N:16]=[CH:15][C:14]=4[CH:18]=3)=[CH:22][N:23]=2)[N:26]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 90387886HCID 90387886, compound

Product 1

HCID 90388219HCID 90388219, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-(6-chloroimidazo[1,2-b]pyridazin-3-yl)thieno[3,2-c]pyridin-7-yl 4-methylbenzenesulfonate (200 mg, 0.349 mmol, 1.0 equiv) in MeOH (5.0 mL) was added sodium hydroxide (70 microliter, 5.0 M aqueous solution, 1.0 equiv). The reaction mixture was stirred at rt for 3 h, then quenched with water and extracted with ethyl acetate. Purification using column chromatography gave 80 mg of the white product, 76%.

Workup

  1. customquenched with water
  2. extractionextracted with ethyl acetate
  3. customPurification

Sources & evidence

ORD record
ord-553e7410de08424eb2973156ed6a32d3
Source dataset
uspto-grants-2016_06
Patent number
US09370515B2

Reaction notes

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