Bentonite → HCID 178425431, compound

HRID 20320

Reaction equation

HRID 20320 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[C:15]([NH2:16])=[CH:14][NH:13][N:12]=2)=[O:10])=[CH:4][CH:3]=1.O.[O-2].[O-2].[O-2].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.[Al+3].[Al+3]>C(CC(=O)C)C(C)=O.CO.ClCCl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[C:15]([N:16]3[C:4]([CH3:5])=[CH:3][CH:2]=[C:7]3[CH3:6])=[CH:14][NH:13][N:12]=2)=[O:10])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 71586775BentoniteHCID 178508056HCID 178508056, compound

Product 1

HCID 178425431HCID 178425431, compound

Reagents, catalysts & solvents 2

HCID 80352,5-HexanedioneSolventHCID 21226129Dichloromethane methanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 4-amino-1H-pyrazole-3-carboxylic acid (4-fluoro-phenyl)-amide (100 mg) and Montmorillonite KSF clay (100 mg) in acetonylacetone (1 ml) was heated at 120° C. (50 W) for 15 minutes in a CEM discover microwave synthesiser. The reaction mixture was diluted with 5% methanol/dichloromethane, filtered and evaporated. The crude product was purified by flash column chromatography eluting with 1:2 ethyl acetate/hexane, and the product containing fractions were combined and evaporated to give 65 mg of the target molecule as a pale brown solid. (LC/MS: Rt 3.75 [M+H]+ 299).

Workup

  1. filtrationfiltered
  2. customevaporated
  3. customThe crude product was purified by flash column chromatography
  4. washeluting with 1:2 ethyl acetate/hexane
  5. additionthe product containing fractions
  6. customevaporated
  7. customto give 65 mg of the target molecule as a pale brown solid

Sources & evidence

ORD record
ord-aa3be304f8654d67b5c9d429009d1f72
Source dataset
uspto-grants-2010_06
Patent number
US07745638B2

Linked notes

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