HCID 59745252, compound → HCID 53374651, compound

HRID 2196864Notes

Reaction equation

HRID 2196864 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH:9]2[C:17]3[C:12](=[CH:13][C:14]([NH:21][C:22](=[O:26])[O:23][CH2:24][CH3:25])=[C:15]([N+:18]([O-])=O)[CH:16]=3)[CH2:11][CH2:10]2)=[CH:4][CH:3]=1>CO.[Ni]>[NH2:18][C:15]1[CH:16]=[C:17]2[C:12]([CH2:11][CH2:10][CH:9]2[NH:8][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)=[CH:13][C:14]=1[NH:21][C:22](=[O:26])[O:23][CH2:24][CH3:25]

Participants

4

Reactant 1

HCID 59745252HCID 59745252, compound

Product 1

HCID 53374651HCID 53374651, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a solution of ethyl 1-(4-fluorophenylamino)-6-nitro-2,3-dihydro-1H-inden-5-ylcarbamate (250 mg) in 20 ml of methanol was added a catalytic amount of Raney Ni, and the resulting mixture was hydrogenated under ambient temperature and pressure for 4 hours. The reaction mixture was filtered through celite and washed with methanol. The filtrate was evaporated to dryness in vacuo and the residue was purified by column (hexane/EtOAc, 3:1) to give a white solid product. MS: 330 (M+1).

Workup

  1. customwas hydrogenated under ambient temperature
  2. filtrationThe reaction mixture was filtered through celite
  3. washwashed with methanol
  4. customThe filtrate was evaporated to dryness in vacuo
  5. customthe residue was purified by column (hexane/EtOAc, 3:1)
  6. customto give a white solid product

Sources & evidence

ORD record
ord-04072985360a4ec8ae7f52e6fec0103a
Source dataset
uspto-grants-2012_12
Patent number
US08338487B2

Reaction notes

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