Hydrochloric Acid → HCID 131730990, compound

HRID 2035521Notes

Reaction equation

HRID 2035521 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([F:32])[CH:31]=1)[CH2:5][NH:6][C:7]1[CH:12]=[C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]([O:22]CC)=[O:21])=[CH:16][CH:15]=2)[N:10]=[CH:9][C:8]=1[CH2:25][C:26]([NH2:28])=[O:27].Cl>C(O)C.[OH-].[Na+].O>[C:20]([C:17]1[CH:16]=[CH:15][C:14]([NH:13][C:11]2[N:10]=[CH:9][C:8]([CH2:25][C:26]([NH2:28])=[O:27])=[C:7]([NH:6][CH2:5][C:4]3[CH:3]=[C:2]([F:1])[CH:31]=[C:30]([F:32])[CH:29]=3)[CH:12]=2)=[CH:19][CH:18]=1)([OH:22])=[O:21]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 131730991HCID 131730991, compound

Product 1

HCID 131730990HCID 131730990, compoundYield 32%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolvent2×HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
50 °C

Procedure

302 mg of 4-[(3,5-difluorobenzyl)amino]-6-[(4-ethoxycarbonylphenyl)amino]pyridine-3-carboxyamide (the compound of Example 321) was dissolved in 13 mL of ethanol, to which 2.5 mL of 2 mol/L sodium hydroxide in water was added, and stirred at 50° C. for 4 hours. After cooling, the reaction mixture was neutralized by adding 1 mol/L hydrochloric acid in water, extracted with chloroform, and dried on anhydrous sodium sulfate. The solvent was evaporated to obtain 90 mg (yield 32%) of the title compound as a light brown solid.

Workup

  1. additionwas added
  2. temperatureAfter cooling
  3. extractionextracted with chloroform
  4. dry with materialdried on anhydrous sodium sulfate
  5. customThe solvent was evaporated

Sources & evidence

ORD record
ord-da70a031b3ac4bdd89760dd33f6bf496
Source dataset
uspto-grants-2013_11
Patent number
US08575153B2

Reaction notes

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