alpha-Bromo-o-fluorotoluene → 1-(2-fluorobenzyl)-3-iodo-1H-pyrazolo(3,4-b)pyridine

HRID 510037Notes

Reaction equation

HRID 510037 reaction equation
[I:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[NH:4][N:3]=1.[F:11][C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH2:14]Br>>[F:11][C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH2:14][N:4]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:10]2[C:2]([I:1])=[N:3]1

Participants

3

Reactant 2

HCID 67968alpha-Bromo-o-fluorotolueneHCID 178506575HCID 178506575, compound

Product 1

HCID 574158911-(2-fluorobenzyl)-3-iodo-1H-pyrazolo(3,4-b)pyridineYield 95.7%

Procedure

In analogy to example 24A, 25.00 g (102.031 mmol) of 3-iodo-1H-pyrazolo[3,4-b]pyridine (synthesis described in WO 2006/130673, scheme D) were reacted with 21.21 g (112.234 mmol) of 2-fluorobenzyl bromide. 34.49 g of the title compound were obtained (95% of theory).

Sources & evidence

ORD record
ord-3d737e3861c64c7d954f20937275303d
Source dataset
uspto-grants-2015_08
Patent number
US09096592B2

Reaction notes

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