1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one → N-(2-Methyl-4-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amine

HRID 736310Notes

Reaction equation

HRID 736310 reaction equation
[N+]([O-])(O)=O.[CH3:5][C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:7]=1[NH:15][C:16]([NH2:18])=[NH:17].CN(C)[CH:21]=[CH:22][C:23]([C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1)=O>>[CH3:5][C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:7]=1[NH:15][C:16]1[N:18]=[C:23]([C:25]2[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=2)[CH:22]=[CH:21][N:17]=1

Participants

3

Reactant 2

HCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-oneHCID 178428759HCID 178428759, compound

Product 1

HCID 45790180N-(2-Methyl-4-nitrophenyl)-4-(pyridin-3-yl)pyrimidin-2-amineYield 61%

Procedure

2-Methyl-4-nitrophenyl-guanidine nitrate (26.3 g, 0.1 mol) and 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one (15 g, 0.08 mol) were reacted according to the same procedure as Step 1.3 of Preparation 1 to give N-(2-methyl-4-nitrophenyl)-4-(3-pyridyl)-2-pyrimidine-amine (15 g).

Workup

  1. customaccording to the same procedure as Step 1.3 of Preparation 1

Sources & evidence

ORD record
ord-51301319a73347b48bcdb267ba352ca8
Source dataset
uspto-grants-2009_09
Patent number
US07595323B2

Reaction notes

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