2-Bromopyridine → HCID 66598135, compound

HRID 422378Notes

Reaction equation

HRID 422378 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:8]([N:12]1[N:16]=[C:15]2[CH:17]=[C:18]([F:22])[CH:19]=[C:20]([F:21])[C:14]2=[N:13]1)[CH2:9][C:10]#[CH:11]>>[F:21][C:20]1[C:14]2[C:15](=[N:16][N:12]([CH2:8][CH2:9][C:10]#[C:11][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=3)[N:13]=2)[CH:17]=[C:18]([F:22])[CH:19]=1

Participants

3

Reactant 2

HCID 79732-BromopyridineHCID 86086823HCID 86086823, compound

Product 1

HCID 66598135HCID 66598135, compoundYield 46%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromopyridine (42 mg, 0.26 mmol) and 2-(but-3-ynyl)-4,6-difluoro-2H-benzo[d][1,2,3]triazole (50 mg, 0.24 mmol). Reaction time: 3 hours. The crude residue was purified by flash chromatography (DCM/MeOH 99:1) to yield 31 mg (0.11 mmol, 46%) of 4,6-difluoro-2-(4-(pyridin-2-yl)but-3-ynyl)-2H-benzo[d][1,2,3]triazole as a yellow solid.

Workup

  1. customReaction time
  2. custom3 hours
  3. customThe crude residue was purified by flash chromatography (DCM/MeOH 99:1)

Sources & evidence

ORD record
ord-f540928d272a4078bdad86d783f35a19
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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