Diisopropyl Ether → HCID 54396780, compound

HRID 1530887Notes

Reaction equation

HRID 1530887 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([NH:10][C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])=[C:8]([CH:17]([OH:26])[CH:18]=[CH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:7]=[CH:6][N:5]2[C:27]=1[CH3:28].C(OC(C)C)(C)C>ClC(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([NH:10][C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])=[C:8]([C:17](=[O:26])[CH:18]=[CH:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:7]=[CH:6][N:5]2[C:27]=1[CH3:28]

Participants

5

Reactant 2

HCID 7914Diisopropyl EtherHCID 69903377HCID 69903377, compound

Product 1

HCID 54396780HCID 54396780, compoundYield 89.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A solution of 35.5 g of 2,3-dimethyl-7-(3-phenyl-1-hydroxy-2-propenyl)-8-pivaloylaminoimidazo[1,2-a]pyridine in 900 ml of trichloromethane is treated with 60 g of manganese dioxide and stirred vigorously at room temperature for 20 h. The mixture is then filtered, the filtrate is concentrated to dryness in vacuo and the oil obtained is treated with a little diisopropyl ether. The crystals obtained in this process are filtered off with suction. 31.5 g of the title compound of melting point 108-10° C. are obtained.

Workup

  1. filtrationThe mixture is then filtered
  2. concentrationthe filtrate is concentrated to dryness in vacuo
  3. customthe oil obtained
  4. customThe crystals obtained in this process
  5. filtrationare filtered off with suction

Sources & evidence

ORD record
ord-881f259655064961b236146ff771a7be
Source dataset
uspto-grants-2001_03
Patent number
US06197783B1

Reaction notes

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