HCID 57906514, compound → HCID 57906496, compound

HRID 420523Notes

Reaction equation

HRID 420523 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10]([CH2:18][OH:19])=[CH:11][C:12]2[N:13]([CH:15]=[CH:16][N:17]=2)[CH:14]=1>C(Cl)(Cl)Cl.O=[Mn]=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10]([CH:18]=[O:19])=[CH:11][C:12]2[N:13]([CH:15]=[CH:16][N:17]=2)[CH:14]=1

Participants

4

Reactant 1

HCID 57906514HCID 57906514, compound

Product 1

HCID 57906496HCID 57906496, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of [6-(2,4-dichloro-phenyl)-imidazo[1,2-a]pyridin-7-yl]-methanol (125 mg, 0.43 mmol) and MnO2 (371 mg, 4.27 mmol) in CHCl3 (2 mL) was stirred at 60° C. for 2 h, then cooled to RT and filtered through a Celite pad. The solid was washed with AcOEt and the filtrate was evaporated to dryness to give the crude title compound (104 mg, 0.36 mmol, 84%) which was used in the next step without further purification. HPLC: AtRet=1.22.

Workup

  1. temperaturecooled to RT
  2. filtrationfiltered through a Celite pad
  3. washThe solid was washed with AcOEt
  4. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-81a690b63a0742eca52cb6b76990cae8
Source dataset
uspto-grants-2012_01
Patent number
US08097617B2

Reaction notes

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