4-Bromophenol → 5-(4-Bromophenoxy)-1-phenyl-1H-pyrazolo[3,4-b]pyrazine

HRID 1462599Notes

Reaction equation

[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([Br:8])[CH:2]=1.[OH-].[K+].Cl[C:12]1[N:13]=[C:14]2[CH:20]=[N:19][N:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:15]2=[N:16][CH:17]=1>CS(C)=O>[Br:8][C:3]1[CH:4]=[CH:5][C:6]([O:7][C:12]2[N:13]=[C:14]3[CH:20]=[N:19][N:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:15]3=[N:16][CH:17]=2)=[CH:1][CH:2]=1

Participants

Conditions

Temperature: 100 °C

Procedure

In 3 ml of dimethyl sulfoxide were dissolved 2.00 g (0.0115 mole) of p-bromophenol and 0.5 g (0.009 mole) of potassium hydroxide, and 1.00 g (0.0043 mole) of 5-chloro-1-phenyl-1H-pyrazolo[3,4-b]pyrazine was added to the solution. The mixture was maintained at 100° C. for 2 hours. The post treatments were conducted in the same manner as described in Example 39, and the resulting residue was recrystallized from hexane to obtain 1.41 g (the yield was 89%) of 5-(4-bromophenoxy)-1-phenyl-1H-pyrazolo[3,4-b]pyrazine in the form of a colorless scaly crystal.

Workup

additionwas added to the solution
customthe resulting residue was recrystallized from hexane

Sources & evidence

ORD record: ord-ac4511943e424983903f0893eb21d443
Source dataset: uspto-grants-1984_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04460773

Reaction notes

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