2-Bromopyridine → HCID 66597931, compound

HRID 334825Notes

Reaction equation

HRID 334825 reaction equation
[CH2:1]([N:5]1[N:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:16])[CH:7]=[N:6]1)[CH2:2][C:3]#[CH:4].Br[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1>>[Cl:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[C:8]1[CH:7]=[N:6][N:5]([CH2:1][CH2:2][C:3]#[C:4][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[N:9]=1

Participants

3

Reactant 2

HCID 79732-BromopyridineHCID 86086942HCID 86086942, compound

Product 1

HCID 66597931HCID 66597931, compoundYield 45.3%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-(but-3-ynyl)-4-(2-chlorophenyl)-2H-1,2,3-triazole (200 mg, 0.86 mmol) and 2-bromopyridine (150 mg, 0.95 mmol). The crude residue was purified by flash chromatography (DCM/MeOH 98.5:1.5) to yield 120 mg (0.39 mmol, 45%) of 2-(4-(4-(2-chlorophenyl)-2H-1,2,3-triazol-2-yl)but-1-ynyl)pyridine as a brown oil.

Workup

  1. customThe crude residue was purified by flash chromatography (DCM/MeOH 98.5:1.5)

Sources & evidence

ORD record
ord-2b4e1ec44b7f46889a11dd2031e73715
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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