3-(Methylsulfanyl)-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile → 2-Oxo-2,3-dihydro-1H-indole-5-carbonitrile

HRID 44276Notes

Reaction equation

HRID 44276 reaction equation
CS[CH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[N:13])[CH:10]=2)[NH:5][C:4]1=[O:14]>[Ni].C1COCC1>[O:14]=[C:4]1[CH2:3][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[N:13])[CH:10]=2)[NH:5]1

Participants

4

Reactant 1

HCID 123514903-(Methylsulfanyl)-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile

Product 1

HCID 27733462-Oxo-2,3-dihydro-1H-indole-5-carbonitrile

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of Raney nickel in THF (100 ml) there is added the compound obtained in Step A (20 mmoles) dissolved in THF (400 ml). The reaction mixture is stirred at ambient temperature until the starting material has completely disappeared. The reaction mixture is then filtered over a bed of Celite and then evaporated to dryness to yield the title product, which is used directly in the next reaction.

Workup

  1. filtrationThe reaction mixture is then filtered over a bed of Celite
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-89ece2fe486346d8ba7828cc9fc1c146
Source dataset
uspto-grants-2013_09
Patent number
US08541412B2

Reaction notes

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