2,5-Dimethoxyaniline → 2-[2-(2,5-Dimethoxy-phenylamino)-5-nitro-pyrimidin-4-ylamino]-N-methyl-benzenesulfonamide

HRID 2382630Notes

Reaction equation

HRID 2382630 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[S:15]([NH:18][CH3:19])(=[O:17])=[O:16])[C:5]([N+:20]([O-:22])=[O:21])=[CH:4][N:3]=1.[CH3:23][O:24][C:25]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][C:26]=1[NH2:27]>CCO>[CH3:23][O:24][C:25]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][C:26]=1[NH:27][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[S:15]([NH:18][CH3:19])(=[O:17])=[O:16])[C:5]([N+:20]([O-:22])=[O:21])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 76132,5-DimethoxyanilineHCID 58748430HCID 58748430, compound

Product 1

HCID 574854132-[2-(2,5-Dimethoxy-phenylamino)-5-nitro-pyrimidin-4-ylamino]-N-methyl-benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
78 °C

Procedure

To a solution of 2-(2-chloro-5-nitro-pyrimidin-4-ylamino)-N-methyl-benzenesulfonamide (100 mg, 0.29 mmol) in EtOH (3 mL), 2,5-dimethoxyaniline (49 mg, 0.32 mmol) is added at room temperature. The mixture is heated at 78° C. for 5 h. The solvent is evaporated, and the mixture is purified by reverse phase HPLC to give the title product in.

Workup

  1. customThe solvent is evaporated
  2. customthe mixture is purified by reverse phase HPLC

Sources & evidence

ORD record
ord-9426fc4c8db8401e8c3f6ada2d85bbbc
Source dataset
uspto-grants-2012_09
Patent number
US08263590B2

Reaction notes

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