1-Dimethylamino-4-methyl-4-(3,4,5-trifluoro-phenyl)-pent-1-en-3-one → [3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-{4-[1-methyl-1-(3,4,5-trifluoro-phenyl)-ethyl]-pyrimidin-2-yl}-amine

HRID 1855376Notes

Reaction equation

HRID 1855376 reaction equation
[N+]([O-])(O)=O.[N+]([O-])(O)=O.[F:9][C:10]1[CH:11]=[C:12]([NH:22][C:23]([NH2:25])=[NH:24])[CH:13]=[CH:14][C:15]=1[N:16]1[CH:20]=[C:19]([CH3:21])[N:18]=[CH:17]1.CN(C)[CH:28]=[CH:29][C:30](=O)[C:31]([CH3:42])([C:33]1[CH:38]=[C:37]([F:39])[C:36]([F:40])=[C:35]([F:41])[CH:34]=1)[CH3:32]>>[F:9][C:10]1[CH:11]=[C:12]([NH:22][C:23]2[N:25]=[C:30]([C:31]([CH3:42])([C:33]3[CH:34]=[C:35]([F:41])[C:36]([F:40])=[C:37]([F:39])[CH:38]=3)[CH3:32])[CH:29]=[CH:28][N:24]=2)[CH:13]=[CH:14][C:15]=1[N:16]1[CH:20]=[C:19]([CH3:21])[N:18]=[CH:17]1

Participants

3

Reactant 2

HCID 686328491-Dimethylamino-4-methyl-4-(3,4,5-trifluoro-phenyl)-pent-1-en-3-oneHCID 178429955HCID 178429955, compound

Product 1

HCID 57829840[3-Fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-{4-[1-methyl-1-(3,4,5-trifluoro-phenyl)-ethyl]-pyrimidin-2-yl}-amineYield 56%

Procedure

The title compound was prepared in analogous manner as described in example 5b) from N-[3-fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (81 mg, 0.30 mmol) and 1-dimethylamino-4-methyl-4-(3,4,5-trifluoro-phenyl)-pent-1-en-3-one (98 mg, 0.36 mmol) as a light yellow solid (74 mg) in 56% yield.

Sources & evidence

ORD record
ord-35bc05a4c1e944d38a7ac582954e4832
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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