HCID 178526622, compound → HCID 178507562, compound

HRID 619681Notes

Reaction equation

HRID 619681 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]([C:13]3[C:18]([N+:19]([O-])=O)=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:22])=[N:10][C:9]=2[C:23]2[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=2)=[CH:4][CH:3]=1>CO.[Pd]>[Cl:22][C:14]1[C:13]([C:11]2[NH:12][C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)=[C:9]([C:23]3[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=3)[N:10]=2)=[C:18]([NH2:19])[CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 1

HCID 178526622HCID 178526622, compound

Product 1

HCID 178507562HCID 178507562, compoundYield 53.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.2 g of 4-[5-(4-chlorophenyl)-2-(2-chloro-6-nitrophenyl) imidazol-4-yl]pyridine in 20 ml of methanol was hydrogenated in the presence of 0.1 g of 10% palladium/charcoal for 2 hours. The catalyst was filtered off and the solution was evaporated to dryness. Recrystallization from ethyl acetate yielded 0.1 g of 3-chloro-2-[5-(4-chlorophenyl)-4-pyridin-4-yl-imidazol-2-yl]phenylamine, m.p. 220-222° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solution was evaporated to dryness
  3. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-a4d9b9891bce402d8a359e149cb79435
Source dataset
uspto-grants-1999_09
Patent number
US05959113

Reaction notes

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