Ethanol → HCID 66987941, compound

HRID 555630Notes

Reaction equation

HRID 555630 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:7]2[C:11]([CH3:12])=[N:10][N:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:8]=2O)[NH:5][N:6]=1.[C:20]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])(=[O:23])NN.C([OH:31])C>>[C:25]([O:24][C:20]([N:6]1[C:2]([OH:31])([CH3:1])[CH:3]=[C:4]([C:7]2[C:11]([CH3:12])=[N:10][N:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:8]=2)[NH:5]1)=[O:23])([CH3:28])([CH3:27])[CH3:26]

Participants

4

Reactant 3

HCID 702EthanolHCID 70091tert-Butyl carbazateHCID 178422858HCID 178422858, compound

Product 1

HCID 66987941HCID 66987941, compound

Procedure

To 5,5′-Dimethyl-2′-phenyl-2H,2′H-[3,4′]bipyrazolyl-3′-ol (0.118 g, 0.457 mmol) (Example 25) in ethanol (4 ml) add tert-butyl carbazate (0.120 g, 0.914 mmol). Heat at reflux for 1.5 hours, after which evaporate the ethanol. Chromatography on silica gel, eluting with 50% ethyl acetate/heptane provides 0.101 g of a mixture of positional isomers A and B. Use the mixture for the next step.

Workup

  1. temperatureHeat
  2. temperatureat reflux for 1.5 hours
  3. customafter which evaporate the ethanol
  4. washChromatography on silica gel, eluting with 50% ethyl acetate/heptane

Sources & evidence

ORD record
ord-1196c748eeda4dd480d7c4cb08c4ff93
Source dataset
uspto-grants-2011_11
Patent number
US08053458B2

Reaction notes

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