HCID 22473557, compound → HCID 22473541, compound

HRID 2183952Notes

Reaction equation

HRID 2183952 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]=1>C(O)C.[Pt](=O)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]=1

Participants

4

Reactant 1

HCID 22473557HCID 22473557, compound

Product 1

HCID 22473541HCID 22473541, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

To a solution of 2-(2-fluoro-5-nitrophenyl)-4-methylpyridine (0.6 g, 2.6 mmol) in ethanol (50 ml) was added platinum(IV) oxide (100 mg) and the mixture stirred for 35 min under hydrogen (40 psi). The catalyst was filtered off and the solution evaporated to dryness to give 4-fluoro-3-(4-methylpyridin-2-yl)phenylamine as a brown oil: δH (400 MHz, CDCl3) 8.55 (1H, d, J 5), 7.59-7.62 (1H, m), 7.27 (1H, dd, J 6 and 3), 7.06-7.09 (1H, m), 6.95 (1H, dd, J 11 and 9), 6.64-6.68 (1H, m), 2.60-3.20 (2H, br), 2.41 (3H, s); m/z (ES+) 203 (M++H).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solution evaporated to dryness

Sources & evidence

ORD record
ord-895edc37388d4765b678c2db1711d78b
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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