HCID 68628643, compound → HCID 68638772, compound

HRID 1931480Notes

Reaction equation

HRID 1931480 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([NH:11][C:12]1[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([N+:22]([O-])=O)[CH:18]=3)[N:13]=1)[CH2:6][CH2:5]2>C(OCC)(=O)C.[Pd]>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([NH:11][C:12]1[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([NH2:22])[CH:18]=3)[N:13]=1)[CH2:6][CH2:5]2

Participants

4

Reactant 1

HCID 68628643HCID 68628643, compound

Product 1

HCID 68638772HCID 68638772, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

rac-(5-Fluoro-indan-1-yl)-(6-nitro-quinolin-2-yl)-amine (1.1 g, 3.4 mmol) were dissolved in ethyl acetate (60 ml). Upon addition of Pd/C (10%) the reaction mixture was stirred for 2 h at ambient temperature under an atmosphere of hydrogen. Then the catalyst was filtered off, the filter washed with ethyl acetate and the filtrate evaporated. rac-N2-(5-Fluoro-indan-1-yl)-quinoline-2,6-diamine was obtained as a yellow foam (1.0 g, 99%); MS: m/e=294.3 (M+H+).

Workup

  1. filtrationThen the catalyst was filtered off
  2. washthe filter washed with ethyl acetate
  3. customthe filtrate evaporated

Sources & evidence

ORD record
ord-3af7d5fd26794897975db837f09d6649
Source dataset
uspto-grants-2012_05
Patent number
US08188284B2

Reaction notes

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