3-(Dimethylamino)-1-(2-thienyl)-2-propen-1-one → 4-(2-Thienyl)-N-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]pyrimidin-2-amine

HRID 1077555

Reaction equation

HRID 1077555 reaction equation
CN(C)[CH:3]=[CH:4][C:5]([C:7]1[S:8][CH:9]=[CH:10][CH:11]=1)=O.[N+]([O-])(O)=O.[F:17][C:18]([F:33])([O:22][C:23]1[CH:24]=[C:25]([NH:29][C:30]([NH2:32])=[NH:31])[CH:26]=[CH:27][CH:28]=1)[CH:19]([F:21])[F:20]>>[F:17][C:18]([F:33])([O:22][C:23]1[CH:24]=[C:25]([NH:29][C:30]2[N:32]=[C:5]([C:7]3[S:8][CH:9]=[CH:10][CH:11]=3)[CH:4]=[CH:3][N:31]=2)[CH:26]=[CH:27][CH:28]=1)[CH:19]([F:20])[F:21]

Participants

3

Reactant 2

HCID 6023993-(Dimethylamino)-1-(2-thienyl)-2-propen-1-oneHCID 1785125183-(1,1,2,2-Tetrafluoroethoxy)phenylguanidine nitrate

Product 1

HCID 105952674-(2-Thienyl)-N-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]pyrimidin-2-amine

Procedure

In accordance with the eneral procedure described in Example 1, reaction of 100 mg (0.55 mmol) of 3-dimethylamino-1-(2-thienyl)-2-propen-1-one [described in EP-A-0 233 461] and 173 mg (0.55 mmol) of 3-(1,1,2,2-tetrafluoroethoxy)phenylguanidine nitrate gives N-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-4-(2-thienyl)-2-pyrimidine-amine; FAB-MS:370 (M+ +1), m.p. 115°-116°, Rf =0.95 (ethyl acetate).

Sources & evidence

ORD record
ord-68c75e54af604fb0b87ad9b050112635
Source dataset
uspto-grants-1996_08
Patent number
US05543520

Linked notes

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