2-Bromo-6-(fluoromethyl)pyridine → HCID 66598205, compound

HRID 334679Notes

Reaction equation

HRID 334679 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][F:9])[N:3]=1.[CH2:10]([N:14]1[CH:22]=[C:21]2[C:16]([C:17]([F:23])=[CH:18][CH:19]=[CH:20]2)=[N:15]1)[CH2:11][C:12]#[CH:13]>>[F:23][C:17]1[C:16]2[C:21](=[CH:22][N:14]([CH2:10][CH2:11][C:12]#[C:13][C:2]3[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][F:9])[N:3]=3)[N:15]=2)[CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 102416102-Bromo-6-(fluoromethyl)pyridineHCID 86086737HCID 86086737, compound

Product 1

HCID 66598205HCID 66598205, compoundYield 13%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromo-6-fluoromethylpyridine (93 mg, 0.49 mmol) and 2-but-3-ynyl-7-fluoro-2H-indazole (84 mg, 0.45 mmol). Reaction time: 6 hours. The crude residue was purified by flash chromatography (cyclohexane/AcOEt 3:2) to yield 17 mg (57 μmol, 13%) of 7-fluoro-2-(4-(6-(fluoromethyl)pyridin-2-yl)but-3-ynyl)-2H-indazole as a brown solid.

Workup

  1. customReaction time
  2. custom6 hours
  3. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 3:2)

Sources & evidence

ORD record
ord-28f2595c29d04767bd8606a22574f4e1
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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