Ammonia → HCID 178522272, compound

HRID 34030

Reaction equation

HRID 34030 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:26][C:27]([C:29]2[O:30][CH:31]=[CH:32][CH:33]=2)=[O:28])[CH:5]=[C:6]2[C:10]=1[N:9](C(C1OC=CC=1)=O)[N:8]=[C:7]2/[CH:18]=[CH:19]/[C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1.N>C(O)C.[Cl-].[Na+].O>[F:1][C:2]1[CH:3]=[C:4]([NH:26][C:27]([C:29]2[O:30][CH:31]=[CH:32][CH:33]=2)=[O:28])[CH:5]=[C:6]2[C:10]=1[NH:9][N:8]=[C:7]2[CH:18]=[CH:19][C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 59797182Furan-2-carboxylic acid {7-fluoro-1-(furan-2-carbonyl)-3-[(E)-2-(pyridin-3-yl)-vinyl]-1H-indazole-5-yl}-amide

Product 1

HCID 178522272HCID 178522272, compoundYield 58.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

208 mg of furan-2-carboxylic acid{7-fluoro-1-(furan-2-carbonyl)-3-[(E)-2-(pyridin-3-yl)-vinyl]-1H-indazol-5-yl}-amide was suspended in 20 mL ethanol, added with 5 mL of concentrated aqueous ammonia and stirred at room temperature overnight. The reaction solution was added with saturated brine, extracted with ethyl acetate, and the organic phase was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated, purified by LC-MS and the obtained crystals were suspended in ethyl acetate, neutralized with saturated aqueous sodium hydrogen carbonate, and the organic phase was washed with water and saturated brine, and dried over magnesium sulfate. The solvent was evaporated, to afford 96.2 mg of the title compound as yellow crystals.

Workup

  1. extractionextracted with ethyl acetate
  2. washthe organic phase was washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was evaporated
  5. custompurified by LC-MS
  6. washthe organic phase was washed with water and saturated brine
  7. dry with materialdried over magnesium sulfate
  8. customThe solvent was evaporated

Sources & evidence

ORD record
ord-e573073fc06345ba9a52f5d3cadd9a76
Source dataset
uspto-grants-2008_09
Patent number
US07429609B2

Linked notes

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