2-Bromopyridine → HCID 66598167, compound

HRID 422365Notes

Reaction equation

HRID 422365 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:8]([N:12]1[CH:20]=[C:19]2[C:14]([C:15]([Cl:21])=[CH:16][CH:17]=[CH:18]2)=[N:13]1)[CH2:9][C:10]#[CH:11]>>[Cl:21][C:15]1[C:14]2[C:19](=[CH:20][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:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 79732-BromopyridineHCID 86086783HCID 86086783, compound

Product 1

HCID 66598167HCID 66598167, compoundYield 19.5%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromopyridine (36 mg, 0.23 mmol) and 2-but-3-ynyl-7-chloro-2H-indazole (44 mg, 0.21 mmol). Reaction time: 1 day. The crude residue was purified by flash chromatography (DCM/MeOH 98:2) to yield 11 mg (41 μmol, 19%) of 7-chloro-2-(4-(pyridin-2-yl)but-3-ynyl)-2H-indazole as a brown oil.

Workup

  1. customReaction time
  2. custom1 day
  3. customThe crude residue was purified by flash chromatography (DCM/MeOH 98:2)

Sources & evidence

ORD record
ord-22cb7d3242754599824aee2f1b2bbc97
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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