Hydrochloric Acid → HCID 21196650, compound

HRID 1066885Notes

Reaction equation

HRID 1066885 reaction equation
CS(C)=O.C(N(CC)CC)C.[N:12]1([CH2:24][CH2:25][OH:26])[C:20]2[C:15](=[CH:16][CH:17]=[C:18]3[O:23][CH:22]=[CH:21][C:19]3=2)[CH:14]=[N:13]1.Cl>O>[N:12]1([CH2:24][CH:25]=[O:26])[C:20]2[C:15](=[CH:16][CH:17]=[C:18]3[O:23][CH:22]=[CH:21][C:19]3=2)[CH:14]=[N:13]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 679Dimethyl Sulfoxide2×HCID 8471TriethylamineHCID 21196741HCID 21196741, compound

Product 1

HCID 21196650HCID 21196650, compoundYield 49.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A dimethyl sulfoxide (15 ml) solution containing 4.20 ml of triethylamine and 4.74 g of SO3-pyridine complex was added to a dimethyl sulfoxide (15 ml) solution containing 1.80 g of 2-(1H-furo[2,3-g]indazol-1-yl)ethanol, and the resulting mixture was stirred at room temperature for 30 minutes. The reaction solution was poured into water, acidified with 1 N hydrochloric acid and then extracted with ethyl acetate. The organic layers were combined, washed with brine and then dried with anhydrous magnesium sulfate. After removal of the drying agent by filtration, the solvent was concentrated under a reduced pressure, and the residue was purified by a silica gel column chromatography to give 0.89 g of (1H-furo[2,3-g]indazol-1-yl)acetaldehyde.

Workup

  1. extractionextracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customAfter removal of the drying agent
  5. filtrationby filtration
  6. concentrationthe solvent was concentrated under a reduced pressure
  7. customthe residue was purified by a silica gel column chromatography

Sources & evidence

ORD record
ord-7c3c1d93b71e4db89608fc92d961f27e
Source dataset
uspto-grants-2001_06
Patent number
US06245796B1

Reaction notes

Loading…