Ethane, 2-bromo-1,1-diethoxy- → 5-Bromoimidazo[1,2-a]pyridine hydrobromide

HRID 751486Notes

Reaction equation

HRID 751486 reaction equation
[Br:1][CH2:2][CH:3](OCC)OCC.[Br:10][C:11]1[N:16]=[C:15]([NH2:17])[CH:14]=[CH:13][CH:12]=1>C(O)CCC>[BrH:1].[Br:10][C:11]1[N:16]2[CH:2]=[CH:3][N:17]=[C:15]2[CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 3008092-Amino-6-bromopyridine

Product 1

HCID 179854305-Bromoimidazo[1,2-a]pyridine hydrobromideYield 81.1%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Add 2-bromo-1,1-diethoxyethane (3.64 g, 18.48 mmol) to a solution of 6-bromopyridin-2-ylamine (1.0 g, 5.77 mmol) in n-butanol (40 ml). Reflux overnight and cool. Filtration of the reaction mixture gives 1.3 g (81%) of 5-bromoimidazo[1,2-a]pyridine hydrobromide as a white solid. ESMS (M++1): 198.9 m/z.

Workup

  1. temperatureReflux overnight
  2. temperaturecool
  3. filtrationFiltration of the reaction mixture

Sources & evidence

ORD record
ord-60d5351cef8649228400a2c480c3f9e2
Source dataset
uspto-grants-2008_07
Patent number
US07405305B2

Reaction notes

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