2-Bromopyridine → HCID 66598455, compound

HRID 1189349Notes

Reaction equation

HRID 1189349 reaction equation
[CH2:1]([N:5]1[N:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[C:7]([CH3:17])=[N:6]1)[CH2:2][C:3]#[CH:4].Br[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1>>[F:16][C:13]1[CH:12]=[CH:11][C:10]([C:8]2[C:7]([CH3:17])=[N:6][N:5]([CH2:1][CH2:2][C:3]#[C:4][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=3)[N:9]=2)=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 79732-BromopyridineHCID 86086938HCID 86086938, compound

Product 1

HCID 66598455HCID 66598455, compoundYield 86.2%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-(but-3-ynyl)-4-(4-fluorophenyl)-5-methyl-2H-1,2,3-triazole (265 mg, 1.16 mmol) and 2-bromopyridine (201 mg, 1.27 mmol). Reaction time: 2 hours. The crude residue was purified by flash chromatography (DCM/MeOH 99:1) to yield 306 mg (1.00 mmol, 86%) of 2-(4-(4-(4-fluorophenyl)-5-methyl-2H-1,2,3-triazol-2-yl)but-1-ynyl)pyridine as a brown oil.

Workup

  1. customReaction time
  2. custom2 hours
  3. customThe crude residue was purified by flash chromatography (DCM/MeOH 99:1)

Sources & evidence

ORD record
ord-2f88a74a17a442b78d947720a92e71ff
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

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