HCID 23298453, compound → HCID 23298425, compound

HRID 2393543Notes

Reaction equation

HRID 2393543 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[CH:9]([C:13]([F:26])([F:25])[C:14]([N:16]([F:24])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])[CH2:8][CH2:7]2)([O-])=O>C1COCC1.CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[CH:9]([C:13]([F:26])([F:25])[C:14]([N:16]([F:24])[CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)=[O:15])[CH2:8][CH2:7]2

Participants

4

Reactant 1

HCID 23298453HCID 23298453, compound

Product 1

HCID 23298425HCID 23298425, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a stirred solution of 2-(5-nitroindanyl)-N-(phenylmethyl)trifluoroacetamide (1.17 g, 3.21 mmol) in THF/MeOH (100 ml, 1:1) was added a catalytic amount of 10% Pd/C. The mixture was hydrogenated at 50 psi for 1 hr, filtered through celite, and concentrated to give 2-(5-aminoindanyl)-N-(phenylmethyl)trifluoroacetamide which was homogeneous by TLC and used immediately in step (f).

Workup

  1. filtrationfiltered through celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-49f49dcf5b8b40fe8aeaeef81b8e1bde
Source dataset
uspto-grants-1998_09
Patent number
US05807886

Reaction notes

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