HCID 178418361, compound → HCID 178510047, compound

HRID 24780Notes

Reaction equation

HRID 24780 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9]/[C:10](=[C:17]2\[C:18](=[O:26])[NH:19][C:20]3[C:25]\2=[CH:24][CH:23]=[CH:22][CH:21]=3)/[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:5][CH:4]=1)#[N:2].[H][H]>N.[Ni]>[NH2:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([NH:9]/[C:10](=[C:17]2\[C:18](=[O:26])[NH:19][C:20]3[C:25]\2=[CH:24][CH:23]=[CH:22][CH:21]=3)/[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178510046HCID 178510046, compound

Product 1

HCID 178510047HCID 178510047, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Procedure

900 mg (2.7 mmol) of (Z)-3-[1-(4-cyanophenylamino)-1-phenyl-methylidene]-2-indolinone are hydrogenated in 200 ml of methanolic ammonia for 7 hours over 1.4 g of Raney nickel at a hydrogen pressure of 3 bar. The catalyst is filtered off, the solution is concentrated by evaporation and the residue is divided between water/dichloromethane. The organic phase is dried, concentrated by evaporation, triturated with ether, suction filtered and dried.

Workup

  1. filtrationThe catalyst is filtered off
  2. concentrationthe solution is concentrated by evaporation
  3. customThe organic phase is dried
  4. concentrationconcentrated by evaporation
  5. customtriturated with ether, suction
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-000b8b7c09a04072a5660fb1ff3afb90
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Reaction notes

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