HCID 13810558, compound → HCID 13810560, compound

HRID 1494378Notes

Reaction equation

HRID 1494378 reaction equation
[CH3:1][C:2]1[N:6]2[CH2:7][CH2:8][CH:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:13][CH:12]=3)[C:5]2=[CH:4][N:3]=1>[OH-].[Na+].[Pd]>[CH3:1][C:2]1[N:6]2[CH2:7][CH2:8][CH2:9][CH:10]([C:11]3[CH:12]=[CH:13][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:15][CH:16]=3)[C:5]2=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 13810558HCID 13810558, compound

Product 1

HCID 13810560HCID 13810560, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 14798Sodium HydroxideSolvent

Procedure

Dissolve 5 g (16.5 mmol) of the product from Example VI in 100 ml of lN sodium hydroxide and hydrogenate over 2 g of 10% palladium on carbon at 50 psi for 16 hr. Remove the catalyst and neutralize the filtrate with ammonium chloride. Extract wih 2×100 ml of methylene chloride. Dry the combined extracts over sodium sulfate and remove the solvent in vacuo. Crystallize the residue from ethyl acetate to provide the title compound.

Workup

  1. customRemove the catalyst
  2. extractionExtract wih 2×100 ml of methylene chloride
  3. dry with materialDry the combined extracts over sodium sulfate
  4. customremove the solvent in vacuo
  5. customCrystallize the residue from ethyl acetate

Sources & evidence

ORD record
ord-f3e03f886e874341aeb183b4b2f12845
Source dataset
uspto-grants-1991_06
Patent number
US05026712

Reaction notes

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