5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → 5-{5-Methyl-1-[4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-1H-imidazol-4-yl}-pyridin-2-ylamine

HRID 1989412Notes

Reaction equation

HRID 1989412 reaction equation
I[C:2]1[N:3]=[CH:4][N:5]([C:8]2[N:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:10]([C:18]3[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=3)[N:9]=2)[C:6]=1[CH3:7].[NH2:28][C:29]1[CH:34]=[CH:33][C:32](B2OC(C)(C)C(C)(C)O2)=[CH:31][N:30]=1>>[CH3:7][C:6]1[N:5]([C:8]2[N:13]=[C:12]([C:14]([F:16])([F:15])[F:17])[CH:11]=[C:10]([C:18]3[CH:19]=[CH:20][C:21]([C:24]([F:26])([F:27])[F:25])=[CH:22][CH:23]=3)[N:9]=2)[CH:4]=[N:3][C:2]=1[C:32]1[CH:33]=[CH:34][C:29]([NH2:28])=[N:30][CH:31]=1

Participants

3

Reactant 2

HCID 27565555-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amineHCID 574687812-(4-Iodo-5-methyl-imidazol-1-yl)-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine

Product 1

HCID 602094215-{5-Methyl-1-[4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-1H-imidazol-4-yl}-pyridin-2-ylamine

Procedure

The title compound was prepared from 2-(4-iodo-5-methyl-imidazol-1-yl)-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine (example E.67) (0.25 g, 0.5 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.13 g, 0.6 mmol) according to the general procedure VI. Obtained as a yellow solid (0.12 g, 50%). MS (ISP) 465.1 [(M+H)+]; mp 252° C.

Sources & evidence

ORD record
ord-e7e69b0a31134102a65ac566eb1edc76
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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