2-Bromopyridine → HCID 66598248, compound

HRID 422423Notes

Reaction equation

HRID 422423 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:8]([N:12]1[CH:16]=[C:15]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[N:14]=[N:13]1)[CH2:9][C:10]#[CH:11]>>[F:23][C:20]1[CH:19]=[CH:18][C:17]([C:15]2[N:14]=[N:13][N:12]([CH2:8][CH2:9][C:10]#[C:11][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=3)[CH:16]=2)=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 79732-BromopyridineHCID 86086799HCID 86086799, compound

Product 1

HCID 66598248HCID 66598248, compoundYield 25,945.9%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromo-pyridine (65 mg, 0.41 mmol) and 1-but-3-ynyl-4-(4-fluoro-phenyl)-1H-[1,2,3]triazole (80 mg, 0.37 mmol). Reaction time: 13 hours. The crude residue was purified by flash chromatography DCM/MeOH 98.5:1.5) to yield 28 mg (96 mmol, 26%) of 2-(4-(4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl)but-1-ynyl)pyridine as a brown solid (M.P.=120-122° C.).

Workup

  1. customReaction time
  2. custom13 hours
  3. customThe crude residue was purified by flash chromatography DCM/MeOH 98.5:1.5)

Sources & evidence

ORD record
ord-fb503f2dd59a4dd294f819c3b91f6140
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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