1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one → HCID 68816717, compound

HRID 736312Notes

Reaction equation

HRID 736312 reaction equation
[N+]([O-])(O)=O.[F:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([NH2:15])=[NH:14])=[CH:8][C:7]=1[N+:16]([O-:18])=[O:17].CN(C)[CH:21]=[CH:22][C:23]([C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1)=O>>[F:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[N:15]=[C:23]([C:25]3[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=3)[CH:22]=[CH:21][N:14]=2)=[CH:8][C:7]=1[N+:16]([O-:18])=[O:17]

Participants

3

Reactant 2

HCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-oneHCID 178512558HCID 178512558, compound

Product 1

HCID 68816717HCID 68816717, compoundYield 63%

Procedure

4-Fluoro-3-nitrophenyl-guanidine nitrate (40 g, 0.153 mol) and 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one (27 g, 0.153 mol) were reacted according to the same procedure as Step 1.3 of Preparation 1 to give N-(4-fluoro-3-nitrophenyl)-4-(3-pyridyl)-2-pyrimidine-amine (30 g).

Workup

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

Sources & evidence

ORD record
ord-9e701c59bb2643cfb461eaf8a0adfc71
Source dataset
uspto-grants-2009_09
Patent number
US07595323B2

Reaction notes

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