Butyl bromide → 1-Butyl-3-(3,5-di-tertiary butyl-4-hydroxyphenyl)-1H-pyrazolo[3,4-b]pyridine

HRID 1382885Notes

Reaction equation

[C:1]([C:5]1[CH:6]=[C:7]([C:16]2[C:24]3[C:19](=[N:20][CH:21]=[CH:22][CH:23]=3)[NH:18][N:17]=2)[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].[CH2:25](Br)[CH2:26][CH2:27][CH3:28]>>[CH2:25]([N:18]1[C:19]2=[N:20][CH:21]=[CH:22][CH:23]=[C:24]2[C:16]([C:7]2[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]([OH:11])=[C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[CH:6]=2)=[N:17]1)[CH2:26][CH2:27][CH3:28]

Participants

Reactant 2

HCID 8002Butyl bromide

HCID 178440702HCID 178440702, compound

Product 1

HCID 1360065761-Butyl-3-(3,5-di-tertiary butyl-4-hydroxyphenyl)-1H-pyrazolo[3,4-b]pyridine

Procedure

1-Butyl-3-(3,5-di-tertiary butyl-4-hydroxyphenyl)-1H-pyrazolo[3,4-b]pyridine, melting at 94°-96° C. is prepared by reacting the compound of Example 1 with butyl bromide similarly in Example 9, and recrystallizing from petroleum ether.

Workup

customrecrystallizing from petroleum ether

Sources & evidence

ORD record: ord-a6a06c1fbc794bc8af37668fa0f260d4
Source dataset: uspto-grants-1989_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04808620

Reaction notes

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