8-Chloro-2-(4-(trimethylsilyl)but-3-ynyl)-imidazo[1,2-a]pyridine → 2-(But-3-ynyl)-8-chloro-imidazo[1,2-a]pyridine

HRID 334820Notes

Reaction equation

HRID 334820 reaction equation
[Cl:1][C:2]1[C:3]2[N:4]([CH:8]=[C:9]([CH2:11][CH2:12][C:13]#[C:14][Si](C)(C)C)[N:10]=2)[CH:5]=[CH:6][CH:7]=1>CCOCC>[CH2:11]([C:9]1[N:10]=[C:3]2[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][N:4]2[CH:8]=1)[CH2:12][C:13]#[CH:14]

Participants

3

Reactant 1

HCID 665984068-Chloro-2-(4-(trimethylsilyl)but-3-ynyl)-imidazo[1,2-a]pyridine

Product 1

HCID 860869362-(But-3-ynyl)-8-chloro-imidazo[1,2-a]pyridineYield 74%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The title compound was prepared in accordance with the general method of Example 108(B), from 8-chloro-2-(4-(trimethylsilyl)but-3-ynyl)-imidazo[1,2-a]pyridine (2.00 g, 7.22 mmol). The crude residue was taken in Et2O, filtered and concentrated to yield 1.09 mg (5.31 mmol, 74%) of 2-(but-3-ynyl)-8-chloro-imidazo[1,2-a]pyridine as a yellow solid.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-eeedfeb295be4bbfbb958318120597c1
Source dataset
uspto-grants-2014_11
Patent number
US08883826B2

Reaction notes

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