Methanol → HCID 21873959, compound

HRID 723418Notes

Reaction equation

HRID 723418 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]2[C:10]([NH:11][C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:9][CH:8]=[CH:7][N:6]2[C:18]=1[CH3:19].[CH3:20][OH:21]>>[CH3:20][O:21][CH2:2][C:3]1[N:4]=[C:5]2[C:10]([NH:11][C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:9][CH:8]=[CH:7][N:6]2[C:18]=1[CH3:19]

Participants

3

Reactant 2

HCID 887MethanolHCID 21873927HCID 21873927, compound

Product 1

HCID 21873959HCID 21873959, compoundYield 99%

Procedure

A solution of 12.8 g 2-chloromethyl-3-methyl-8-pivaloylaminoimidazo[1,2-a]pyridine in 600 ml of dry methanol is refluxed for 5 h. The reaction mixture is concentrated in vacuo to half the volume. After addition of 200 ml of saturated sodium bicarbonate solution, the mixture is extracted with diethyl ether. The organic phase is washed with water and dried over anhydrous sodium sulfate. Removal of the. solvent in vacuo yields 12.5 g (99%) of the title compound (m.p. 104° C.).

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo to half the volume
  2. additionAfter addition of 200 ml of saturated sodium bicarbonate solution
  3. extractionthe mixture is extracted with diethyl ether
  4. washThe organic phase is washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customRemoval of the

Sources & evidence

ORD record
ord-0c8cf22b266743f49cef2a03ced5c43d
Source dataset
uspto-grants-2006_11
Patent number
US07141567B2

Reaction notes

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