Hydrochloric Acid → HCID 20184547, compound

HRID 2309862Notes

Reaction equation

HRID 2309862 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[C:12]1[NH:13][C:14]2[C:15]([N:20]=1)=[N:16][CH:17]=[CH:18][CH:19]=2.[ClH:22].[H][H]>CO.[Pd]>[ClH:22].[ClH:22].[CH3:1][N:2]([CH3:21])[C:3]1[CH:8]=[C:7]([NH2:9])[CH:6]=[CH:5][C:4]=1[C:12]1[NH:13][C:14]2[C:15]([N:20]=1)=[N:16][CH:17]=[CH:18][CH:19]=2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 132845112-(1H-Imidazo[4,5-b]pyridin-2-yl)-N,N-dimethyl-5-nitroanilineHCID 178418361HCID 178418361, compound

Product 1

HCID 20184547HCID 20184547, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

An amount of 2.83 gm of 2-(2'-dimethylamino-4'-nitrophenyl)-imidazo[4,5-b]pyridine was hydrogenated in a mixture of 100 ml of methanol, 10 ml of concentrated methanolic hydrochloric acid, and 1 gm of palladium/charcoal for 4.5 hours at ambient temperature with hydrogen gas at 5 bar. The catalyst was then removed by filtration, the filtrate was concentrated by evaporation, and the residue was triturated with acetone to form crystals, filtered, and then washed with a mixture of ether and acetone.

Workup

  1. customThe catalyst was then removed by filtration
  2. concentrationthe filtrate was concentrated by evaporation
  3. customthe residue was triturated with acetone
  4. customto form crystals
  5. filtrationfiltered
  6. washwashed with a mixture of ether and acetone

Sources & evidence

ORD record
ord-fa34572d4c314bc784e505ad42eb54b4
Source dataset
uspto-grants-1987_09
Patent number
US04696931

Reaction notes

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