HCID 13394285, compound → HCID 13394288, compound

HRID 2164303Notes

Reaction equation

HRID 2164303 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([C:11](=[O:19])[C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[CH:10]=1)[NH:7][C:6](=[O:20])[CH:5]2SC>O1CCCC1.[Ni]>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([C:11](=[O:19])[C:12]3[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=3)[CH:10]=1)[NH:7][C:6](=[O:20])[CH2:5]2

Participants

4

Reactant 1

HCID 13394285HCID 13394285, compound

Product 1

HCID 13394288HCID 13394288, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A slurry of 27.1 g (0.85 mole) of 5-fluoro-7-(4-fluorobenzoyl)-3-methylthioindolin-2-one in 500 ml of tetrahydrofuran was treated with 220 g of wet Raney nickel. The mixture was filtered and the filtrate was concentrated. The residue obtained was crystallized from acetone to give 14.8 g (64%) of the titled compound as light yellow crystals, m.p. 195°-196.5° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. customThe residue obtained
  4. customwas crystallized from acetone

Sources & evidence

ORD record
ord-6112a00187a247ec9fb0b9f80025984c
Source dataset
uspto-grants-1985_03
Patent number
US04503073

Reaction notes

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