Ammonium Chloride → HCID 21196696, compound

HRID 1066887Notes

Reaction equation

HRID 1066887 reaction equation
[CH2:1]([Mg]Br)[CH3:2].[N:5]1([CH2:17][CH:18]=[O:19])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]3[O:16][CH:15]=[CH:14][C:12]3=2)[CH:7]=[N:6]1.[Cl-].[NH4+]>O1CCCC1>[N:5]1([CH2:17][CH:18]([OH:19])[CH2:1][CH3:2])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]3[O:16][CH:15]=[CH:14][C:12]3=2)[CH:7]=[N:6]1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 21196650HCID 21196650, compoundHCID 178418443HCID 178418443, compound

Product 1

HCID 21196696HCID 21196696, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

Under argon atmosphere, 5 ml of 1.0 M tetrahydrofuran solution of ethylmagnesium bromide was diluted with 5 ml of tetrahydrofuran, a tetrahydrofuran (5 ml) solution of 0.30 g of (1H-furo[2,3-g]indazol-1-yl)acetaldehyde was added dropwise, and the mixture was stirred at room temperature for 3 days. The reaction mixture was poured into ammonium chloride aqueous solution and extracted with ethyl acetate. The organic layers were combined, washed with brine and then dried with anhydrous magnesium sulfate. After removal of the solvent, the residue was purified by a silica gel column chromatography to give 0.29 g of 1-(1H-furo[2,3-g]indazol-1-yl)-2-butanol.

Workup

  1. extractionextracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customAfter removal of the solvent
  5. customthe residue was purified by a silica gel column chromatography

Sources & evidence

ORD record
ord-81c1643c95c64d079a132224e0ac074e
Source dataset
uspto-grants-2001_06
Patent number
US06245796B1

Reaction notes

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