Hydrochloric Acid → HCID 131730979, compound

HRID 2035515Notes

Reaction equation

HRID 2035515 reaction equation
[CH2:1]([NH:8][C:9]1[CH:14]=[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([N:22](S(C)(=O)=O)[S:23]([CH3:26])(=[O:25])=[O:24])=[CH:18][CH:17]=2)[N:12]=[CH:11][C:10]=1[CH2:31][C:32]([NH2:34])=[O:33])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>CO.[OH-].[Na+].O>[CH2:1]([NH:8][C:9]1[CH:14]=[C:13]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([NH:22][S:23]([CH3:26])(=[O:25])=[O:24])=[CH:20][CH:21]=2)[N:12]=[CH:11][C:10]=1[CH2:31][C:32]([NH2:34])=[O:33])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 131730980HCID 131730980, compound2×

Product 1

HCID 131730979HCID 131730979, compoundYield 99%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolvent2×HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
50 °C

Procedure

30 mg of 4-(benzylamino)-6-({4-[bis(methylsulfonyl)amino]phenyl}amino)pyridine-3-carboxyamide (the compound of Example 300) was dissolved in 3 mL of methanol, to which 1 mL of 4 mol/L sodium hydroxide in water was added at room temperature, and stirred at 50° C. for 10 minutes. Under ice cooling, 2 mol/L hydrochloric acid in water was added to acidify the solution, extracted with chloroform, the extract was washed with water, and dried on anhydrous sodium sulfate. The solvent was evaporated to obtain 25 mg (99%) of the title compound as a slight yellow crystalline powder.

Workup

  1. additionwas added at room temperature
  2. extractionextracted with chloroform
  3. washthe extract was washed with water
  4. dry with materialdried on anhydrous sodium sulfate
  5. customThe solvent was evaporated

Sources & evidence

ORD record
ord-f736dd3b963c4603be711bebb630a576
Source dataset
uspto-grants-2013_11
Patent number
US08575153B2

Reaction notes

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