Magnesium orthosilicate → 3-Methyl-6-[3-(trifluoromethyl)phenyl]imidazo[1,2-b]pyridazine

HRID 1589459

Reaction equation

HRID 1589459 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)=[CH:6][CH:7]=1.[Si]([O-])([O-])([O-])[O-].[Mg+2].[Mg+2]>ClCCl>[CH3:6][C:7]1[N:3]2[N:4]=[C:5]([C:8]3[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=3)[CH:6]=[CH:7][C:2]2=[N:3][CH:2]=1

Participants

4

Reactant 2

HCID 66225Magnesium orthosilicateHCID 124495523-Chloro-6-[3-(trifluoromethyl)phenyl]pyridazine

Product 1

HCID 135653623-Methyl-6-[3-(trifluoromethyl)phenyl]imidazo[1,2-b]pyridazineYield 28.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 5.18 g of 3-chloro-6-[3-(trifluoromethyl)phenyl]pyridazine and 4.60 g of aminoacetoneethyleneketal was heated at 150° C. under argon for 4 hours. The cooled mixture was dissolved in dichloromethane and the solution passed through a short pad of hydrous magnesium silicate. The filtrate was concentrated, diluted with hexane and chilled to give 0.8 g of crystals, mp 98°-100° C.

Workup

  1. concentrationThe filtrate was concentrated
  2. additiondiluted with hexane
  3. temperaturechilled

Sources & evidence

ORD record
ord-2e9c1a9597994fd2a9b681da0e39e9b5
Source dataset
uspto-grants-1986_02
Patent number
US04569934

Linked notes

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