HCID 86753100, compound → HCID 86753099, compound

HRID 2393545Notes

Reaction equation

HRID 2393545 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH:11]2[C:14]([F:27])([F:26])[C:15]([N:17]([F:25])[CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])=[CH:6][CH:5]=1)([O-])=O>C1COCC1.CO.[Pd]>[NH2:1][C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH:11]2[C:14]([F:27])([F:26])[C:15]([N:17]([F:25])[CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[O:16])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 86753100HCID 86753100, compound

Product 1

HCID 86753099HCID 86753099, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a stirred solution of 2-(7-nitro-(1,2,3,4-tetrahydronaphthyl))-N (phenylmethyl)trifluoroacetamide (2.55 g, 6.75 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-(7-amino-(1,2,3,4-tetrahydronaphthyl))-N-(phenylmethyl) trifluoroacetamide which was homogeneous by TLC and used immediately in the next step.

Workup

  1. filtrationfiltered through celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-a863436e6d994893b55fc9cac089e6dd
Source dataset
uspto-grants-1998_09
Patent number
US05807886

Reaction notes

Loading…