7-[(Pyridin-3-yl)hydroxymethyl]imidazo[5,1-b]thiazole → 7-(Pyridin-3-yl)carbonylimidazo[5,1-b]thiazole

HRID 1072323Notes

Reaction equation

HRID 1072323 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]([OH:16])[C:8]2[N:9]=[CH:10][N:11]3[CH:15]=[CH:14][S:13][C:12]=23)[CH:2]=1>ClCCl.[O-2].[O-2].[Mn+4]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([C:8]2[N:9]=[CH:10][N:11]3[CH:15]=[CH:14][S:13][C:12]=23)=[O:16])[CH:2]=1

Participants

4

Reactant 1

HCID 223902477-[(Pyridin-3-yl)hydroxymethyl]imidazo[5,1-b]thiazole

Product 1

HCID 223903557-(Pyridin-3-yl)carbonylimidazo[5,1-b]thiazoleYield 108.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Manganese dioxide (1.0 g) was added to a solution of 1.02 g of 7-[(pyridin-3-yl)hydroxymethyl]imidazo[5,1-b]thiazole in 40 ml of dichloromethane, and the mixture was stirred at room temperature for 5 hr. The reaction solution was filtered through Celite, followed by washing with dichloromethane. The filtrate was concentrated under the reduced pressure to give 1.10 g of 7-(pyridin-3-yl)carbonylimidazo[5,1-b]thiazole.

Workup

  1. filtrationThe reaction solution was filtered through Celite
  2. washby washing with dichloromethane
  3. concentrationThe filtrate was concentrated under the reduced pressure

Sources & evidence

ORD record
ord-9639c2456b60468f98f5c84a36f6e6e3
Source dataset
uspto-grants-2005_06
Patent number
US06908913B2

Reaction notes

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