[3-(Trifluoromethyl)-1,2-oxazol-5-yl]methanamine → (S)-4-(4-chlorophenyl)-N-((3-(trifluoromethyl)isoxazol-5-yl)methyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrimidine-2-carboxamide

HRID 1026061Notes

Reaction equation

HRID 1026061 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([O:14][C@@H:15]([CH3:20])[C:16]([F:19])([F:18])[F:17])=[CH:12][N:11]=[C:10]([C:21](O)=[O:22])[N:9]=2)=[CH:4][CH:3]=1.[F:24][C:25]([F:34])([F:33])[C:26]1[CH:30]=[C:29]([CH2:31][NH2:32])[O:28][N:27]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([O:14][C@@H:15]([CH3:20])[C:16]([F:17])([F:19])[F:18])=[CH:12][N:11]=[C:10]([C:21]([NH:32][CH2:31][C:29]3[O:28][N:27]=[C:26]([C:25]([F:24])([F:33])[F:34])[CH:30]=3)=[O:22])[N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 54405670[3-(Trifluoromethyl)-1,2-oxazol-5-yl]methanamineHCID 66678696(S)-4-(4-chlorophenyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrimidine-2-carboxylic acid

Product 1

HCID 56929100(S)-4-(4-chlorophenyl)-N-((3-(trifluoromethyl)isoxazol-5-yl)methyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrimidine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 1 using (S)-4-(4-chlorophenyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrimidine-2-carboxylic acid (example AQ) and 3-trifluoromethyl-isoxazol-5-methanamine (example BA) as starting materials; LC-MS (UV peak area/ESI) 100%, 495.0965 (M+H)+.

Sources & evidence

ORD record
ord-dae4d0822689488a8693eb52089c922e
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

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