1-(Bromomethyl)-2,4-difluorobenzene → HCID 66656292, compound

HRID 1505458Notes

Reaction equation

HRID 1505458 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]=[C:18]([F:20])[CH:17]=[CH:16][C:13]=1[CH2:14]Br>>[F:11][C:12]1[CH:19]=[C:18]([F:20])[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 902971-(Bromomethyl)-2,4-difluorobenzeneHCID 178506575HCID 178506575, compound

Product 1

HCID 66656292HCID 66656292, compound

Procedure

Analogously to the synthesis of Example 7A, 54.00 g (215.98 mmol) of 3-iodo-1H-pyrazolo[3,4-b]pyridine (synthesis described in WO 2006/130673, Example 4) were reacted with 50.18 g (237.578) of 2,4-difluorobenzyl bromide. Ice-water was added to the crude product, the mixture was filtered off with suction and the precipitate was washed with isopropanol and pentane and then dried under high vacuum. This gave 76.7 g of the title compound (89% of theory).

Workup

  1. filtrationthe mixture was filtered off with suction
  2. washthe precipitate was washed with isopropanol and pentane
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-0a206b8bcd7844939cfa4eca264f3be8
Source dataset
uspto-grants-2015_12
Patent number
US09216978B2

Reaction notes

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