2-Bromopyridine → HCID 66598102, compound

HRID 422394Notes

Reaction equation

HRID 422394 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]([CH:15]=[CH:16][CH:17]=[C:18]2[Cl:21])=[N:13]1)[CH2:9][C:10]#[CH:11]>>[Cl:21][C:18]1[C:19]2[C:14]([CH:15]=[CH:16][CH:17]=1)=[N:13][N:12]([CH2:8][CH2:9][C:10]#[C:11][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1)[CH:20]=2

Participants

3

Reactant 2

HCID 79732-BromopyridineHCID 86086908HCID 86086908, compound

Product 1

HCID 66598102HCID 66598102, compoundYield 17.9%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-bromopyridine (42 mg, 0.27 mmol) and 2-but-3-ynyl-4-chloro-2H-indazole (50 mg, 0.24 mmol). Reaction time: 8 hours. The crude residue was purified by flash chromatography (cyclohexane/AcOEt 1:1) to yield 12 mg (43 μmol, 17%) of 4-chloro-2-(4-(pyridin-2-yl)but-3-ynyl)-2H-indazole as a brown solid.

Workup

  1. customReaction time
  2. custom8 hours
  3. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 1:1)

Sources & evidence

ORD record
ord-6e3234ff345b4eaeb3298f8564c6432e
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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