Sodium Methoxide → HCID 11772121, compound

HRID 1727112Notes

Reaction equation

HRID 1727112 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])[CH:15]=2)[C:10]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[Cl:31])=[N:9]1)=O)(C)(C)C.C[O-].[Na+]>CO>[Cl:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[C:10]1[C:11]2[C:16](=[CH:15][C:14]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])=[CH:13][CH:12]=2)[NH:8][N:9]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 57566680HCID 57566680, compound

Product 1

HCID 11772121HCID 11772121, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-(2-Chloro-phenyl)-6-(2-fluoro-phenoxy)-indazole-1-carboxylic acid tert-butyl ester (90 mg, 0.2 mmol) and sodium methoxide (22 mg, 0.41 mmol) in methanol (2 mL) was stirred at room temperature for 1 h, and then concentrated under vacuum. The residue was diluted with EtOAc, washed with water, dried over Na2SO4 filtered, concentrated and the residue was purified by flash chromatography eluting with Hex:EtOAc 4:1 to yield 42 mg of 3-(2-Chloro-phenyl)-6-(2-fluoro-phenoxy)-1H-indazole: MS (M+H)+=339

Workup

  1. concentrationconcentrated under vacuum
  2. additionThe residue was diluted with EtOAc
  3. washwashed with water
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customthe residue was purified by flash chromatography
  8. washeluting with Hex

Sources & evidence

ORD record
ord-d5c79d240dfe4ebc91de7fa1fc48ffbe
Source dataset
uspto-grants-2009_02
Patent number
US07495015B2

Reaction notes

Loading…