2-Amino-6-bromopyridine → HCID 66598045, compound

HRID 334692Notes

Reaction equation

HRID 334692 reaction equation
Br[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=1.[CH2:9]([N:13]1[N:17]=[C:16]2[CH:18]=[CH:19][CH:20]=[CH:21][C:15]2=[N:14]1)[CH2:10][C:11]#[CH:12]>>[N:14]1[N:13]([CH2:9][CH2:10][C:11]#[C:12][C:2]2[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=2)[N:17]=[C:16]2[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=12

Participants

3

Reactant 2

HCID 3008092-Amino-6-bromopyridineHCID 576917912-but-3-ynyl-2H-benzo[d][1,2,3]triazole

Product 1

HCID 66598045HCID 66598045, compoundYield 31%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 6-bromo-pyridin-2-ylamine (960 mg, 5.55 mmol) and 2-but-3-ynyl-2H-benzo[d][1,2,3]triazole (950 mg, 5.55 mmol, Example 109(D)). Reaction time: 3 hours. The crude residue was purified by flash chromatography (DCM/AcOEt 1:1) to yield 0.45 g (1.71 mmol, 31%) of 6-(4-benzotriazol-2-yl-but-1-ynyl)-pyridin-2-ylamine as a brown solid

Workup

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

Sources & evidence

ORD record
ord-b26f499cf15f4e8988100da3703b72c1
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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