2-Chloromethyl-imidazo(1,2-A)pyridine → Imidazo(1,2-a)pyridine

HRID 422278Notes

Reaction equation

HRID 422278 reaction equation
ClC[C:3]1[N:4]=[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][N:6]2[CH:11]=1>C([O-])(O)=O.[Na+]>[N:4]1[CH:3]=[CH:11][N:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=12

Participants

3

Reactant 1

HCID 9576142-Chloromethyl-imidazo(1,2-A)pyridine

Product 1

HCID 78960Imidazo(1,2-a)pyridineYield 80%

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

To saturated NaHCO3 (40 mL) was added the chlorhydrate form of 2-(chloromethyl)-imidazo[1,2-a]pyridine and the aqueous layer was extracted with AcOEt. The organic layers were combined and washed with brine, dried over MgSO4 and the solvent was removed under reduced pressure to afford 877 mg of 2-chloromethyl)-imidazo[1,2-a]pyridine (Yield. 80%) as a brownish solid (M.P.: 8485° C.)

Workup

  1. extractionthe aqueous layer was extracted with AcOEt
  2. washwashed with brine
  3. dry with materialdried over MgSO4
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-87acddfc0a9e4ecc9b0e7604d463773c
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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