2-Bromopyridine → 1H-Benzotriazole

HRID 422403Notes

Reaction equation

HRID 422403 reaction equation
BrC1C=CC=CN=1.C([N:12]1[N:16]=[C:15]2[CH:17]=[CH:18][CH:19]=[C:20]([N+]([O-])=O)[C:14]2=[N:13]1)CC#C>>[N:13]1[NH:12][N:16]=[C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=12

Participants

3

Reactant 2

HCID 79732-BromopyridineHCID 860867452-but-3-ynyl nitro-2H-benzo[d][1,2,3]triazole

Product 1

HCID 72201H-Benzotriazole

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromo-pyridine (76 mg, 0.48 mmol) and 2-but-3-ynyl-4-nitro-2H-benzo[d][1,2,3]triazole (95 mg, 0.44 mmol). Reaction time: 3 hours. The crude residue was purified by flash chromatography (DCM/MeOH-99:1) to yield 40 mg (0.14 mmol, 31%) of 4-nitro-2-(pyridin-2-yl)but-3-ynyl)-2H-benzo[d][1,2,3]triazole as an orange oil.

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-3877a29c84cd4bb8aa94bfbfe2e2d61f
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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