2-Amino-6-bromopyridine → HCID 66597972, compound

HRID 1189209Notes

Reaction equation

HRID 1189209 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]=[C:19]([F:23])[CH:20]=[C:21]([F:22])[C:15]2=[N:14]1)[CH2:10][C:11]#[CH:12]>>[F:22][C:21]1[C:15]2[C:16](=[N:17][N:13]([CH2:9][CH2:10][C:11]#[C:12][C:2]3[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=3)[N:14]=2)[CH:18]=[C:19]([F:23])[CH:20]=1

Participants

3

Reactant 2

HCID 3008092-Amino-6-bromopyridineHCID 86086823HCID 86086823, compound

Product 1

HCID 66597972HCID 66597972, compoundYield 63%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 6-bromo-pyridin-2-ylamine (60 mg, 0.35 mmol) and 2-but-3-ynyl-4,6-difluoro-2H-benzo[d][1,2,3]triazole (72 mg, 0.35 mmol, Example 135(B)). Reaction time: 3 hours. The crude residue was purified by flash chromatography (DCM/AcOEt 1:1) to yield 65 mg (0.22 mmol, 63%) of 6-(4-(4,6-difluoro-2H-benzo[d][1,2,3]triazol-2-yl)but-1-ynyl)pyridin-2-amine 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-4d7c78b67a8f4a93b871134657db2284
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

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