HCID 15512201, compound → HCID 21196617, compound

HRID 1066892Notes

Reaction equation

HRID 1066892 reaction equation
[N:1]1([CH2:13][CH2:14][NH2:15])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]3[O:12][CH:11]=[CH:10][C:8]3=2)[CH:3]=[N:2]1.C(OC(=O)C)C.[ClH:22]>C(O)C.C(OCC)(=O)C>[ClH:22].[N:1]1([CH2:13][CH2:14][NH2:15])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]3[O:12][CH:11]=[CH:10][C:8]3=2)[CH:3]=[N:2]1

Participants

5

Reactant 2

HCID 15512201HCID 15512201, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 21196617HCID 21196617, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A 1.60 g of potassium hydroxide was added to an ethylene glycol (20 ml) solution containing 0.51 g of [2-(1H-furo[2,3-g]indazol-1-yl)ethyl]acetamide, and the mixture was stirred at 170° C. for 2 hours. The reaction solution was cooled, diluted with water and then extracted with ethyl acetate. The organic layers were combined, washed with water and brine and then dried over anhydrous magnesium sulfate. After removal of the drying agent by filtration, the filtrate was concentrated and the thus obtained residue was purified by a silica gel column chromatography (eluent: chloroform/methanol =95/5) to give 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine. The thus obtained 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine was dissolved in a mixture of ethanol and ethyl acetate, 4 N hydrochloric acid ethyl acetate solution was added to the resulting solution, and the resulting crystals were collected by filtration and dried under a reduced pressure to give 0.06 g of 2-(1H-furo[2,3-g]indazol-1-yl)ethylamine hydrochloride.

Workup

  1. additionwas added to the resulting solution
  2. filtrationthe resulting crystals were collected by filtration
  3. customdried under a reduced pressure

Sources & evidence

ORD record
ord-eaf26ce403424059ba8b5eb9433da857
Source dataset
uspto-grants-2001_06
Patent number
US06245796B1

Reaction notes

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