HCID 20300244, compound → 3-(5,6-Dihydro[1,2,4]triazolo[5,1-a]isoquinolin-2-yl)phenol

HRID 616691Notes

Reaction equation

HRID 616691 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([C:15]2[N:27]=[C:18]3[C:19]4[C:24]([CH2:25][CH2:26][N:17]3[N:16]=2)=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>[Pd].C(O)C>[OH:8][C:9]1[CH:10]=[C:11]([C:15]2[N:27]=[C:18]3[C:19]4[C:24]([CH2:25][CH2:26][N:17]3[N:16]=2)=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 20300244HCID 20300244, compound

Product 1

HCID 1344013-(5,6-Dihydro[1,2,4]triazolo[5,1-a]isoquinolin-2-yl)phenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-(3-Benzyloxyphenyl)-5,6-dihydro-s-triazolo-[5,1-a]isoquinoline (17.7 g.) is dissolved in 500 ml. of ethanol and hydrogenated at atmospheric pressure and room temperature in the presence of 3 g. of 10% Pd on charcoal. After filtration of the catalyst, the solution is concentrated to 100 ml. The product which precipitates on cooling is purified by crystallization from ethanol. Yield 10.1 g.; m.p. 201°-2° C.

Workup

  1. customhydrogenated at atmospheric pressure and room temperature
  2. filtrationAfter filtration of the catalyst
  3. concentrationthe solution is concentrated to 100 ml
  4. customThe product which precipitates
  5. temperatureon cooling
  6. customis purified by crystallization from ethanol

Sources & evidence

ORD record
ord-6aeff9bfadff44c9b5f5ae072da87dce
Source dataset
uspto-grants-1978_02
Patent number
US04075341

Reaction notes

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