1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one → N-(2-Methoxy-5-nitrophenyl)-4-(3-pyridinyl)-2-pyrimidinamine

HRID 736311Notes

Reaction equation

HRID 736311 reaction equation
[N+]([O-])(O)=O.[CH3:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][C:8]=1[NH:16][C:17]([NH2:19])=[NH:18].CN(C)[CH:22]=[CH:23][C:24]([C:26]1[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=1)=O>>[CH3:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][C:8]=1[NH:16][C:17]1[N:19]=[C:24]([C:26]2[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=2)[CH:23]=[CH:22][N:18]=1

Participants

3

Reactant 2

HCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-oneHCID 178492436HCID 178492436, compound

Product 1

HCID 68818855N-(2-Methoxy-5-nitrophenyl)-4-(3-pyridinyl)-2-pyrimidinamineYield 63%

Procedure

2-Methoxy-5-nitrophenyl-guanidine nitrate (31 g, 0.113 mol) and 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one (20 g, 0.113 mol) were reacted according to the same procedure as Step 1.3 of Preparation 1 to give N-(2-methoxy-5-nitrophenyl)-4-(3-pyridyl)-2-pyrimidine-amine (23 g).

Workup

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

Sources & evidence

ORD record
ord-a724ba1d214c44d3992edc6da07136b2
Source dataset
uspto-grants-2009_09
Patent number
US07595323B2

Reaction notes

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