Pyrazole → HCID 178487753, compound

HRID 1852268Notes

Reaction equation

HRID 1852268 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.Br[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH3:18])[CH:15]=2)[C:10]([OH:19])=[N:9][CH:8]=1>>[CH3:18][O:17][C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[C:10]([OH:19])=[N:9][CH:8]=[C:7]2[N:1]1[CH:5]=[CH:4][CH:3]=[N:2]1

Participants

3

Reactant 2

HCID 1048PyrazoleHCID 178487745HCID 178487745, compound

Product 1

HCID 178487753HCID 178487753, compoundYield 11.6%

Conditions

Temperature
80 °C

Procedure

1H-pyrazole (0.201 g, 2.95 mmol) was taken in sealed tube vessel and heated to 80° C. To the melted compound 4-bromo-6-methoxyisoquinolin-1-ol (0.25 g, 0.984 mmol) was added and heating was raised to 150° C. and stirred for overnight. The reaction mixture was cooled to RT. The resulting solid (6-methoxy-4-(1H-pyrazol-1-yl) isoquinolin-1-ol (0.25 g, 0.114 mmol) 11.59% yield) was taken to the next step without further purification. MS: MS m/z 242.10 (M++1).

Workup

  1. temperatureheating
  2. temperaturewas raised to 150° C.
  3. temperatureThe reaction mixture was cooled to RT

Sources & evidence

ORD record
ord-30bc79ddf5b14b1f8bf7e17a3c9e8e04
Source dataset
uspto-grants-2015_02
Patent number
US08957203B2

Reaction notes

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