2-Bromopyridine → HCID 66598422, compound

HRID 1189350Notes

Reaction equation

HRID 1189350 reaction equation
[CH2:1]([N:5]1[C:9]([CH3:10])=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[N:7]=[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:17][C:14]1[CH:13]=[CH:12][C:11]([C:8]2[N:7]=[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)[C:9]=2[CH3:10])=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 79732-BromopyridineHCID 86086940HCID 86086940, compound

Product 1

HCID 66598422HCID 66598422, compoundYield 58%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 1-(but-3-ynyl)-4-(4-fluorophenyl)-5-methyl-1H-1,2,3-triazole (87 mg, 0.38 mmol, Example 257(B)) and 2-bromopyridine (66 mg, 0.42 mmol). Reaction time: 2 hours. The crude residue was purified by flash chromatography (DCM/MeOH 99:1) to yield 68 mg (0.22 mmol, 58%) of 2-(4-(4-(4-fluorophenyl)-5-methyl-1H-1,2,3-triazol-1-yl)but-1-ynyl)pyridine as a white powder (M.P.=130-131° C.).

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-0b9091461a8b4aa3bc1309ef196e7d52
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

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