5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → 4-[4-(3,4-Dichloro-phenyl)-6-trifluoromethyl-pyrimidin-2-yl]-[2,3']bipyridinyl-6'-ylamine

HRID 1989366Notes

Reaction equation

HRID 1989366 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[N:12]=[C:11]([C:19]3[CH:24]=[CH:23][N:22]=[C:21](Cl)[CH:20]=3)[N:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].[NH2:26][C:27]1[CH:32]=[CH:31][C:30](B2OC(C)(C)C(C)(C)O2)=[CH:29][N:28]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[C:13]([C:15]([F:16])([F:18])[F:17])[N:12]=[C:11]([C:19]3[CH:24]=[CH:23][N:22]=[C:21]([C:30]4[CH:29]=[N:28][C:27]([NH2:26])=[CH:32][CH:31]=4)[CH:20]=3)[N:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 2

HCID 27565555-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amineHCID 574687562-(2-Chloro-pyridin-4-yl)-4-(3,4-dichloro-phenyl)-6-trifluoromethyl-pyrimidine

Product 1

HCID 686969934-[4-(3,4-Dichloro-phenyl)-6-trifluoromethyl-pyrimidin-2-yl]-[2,3']bipyridinyl-6'-ylamine

Procedure

The title compound was prepared from 4-(3,4-dichloro-phenyl)-2-(2-chloro-pyridin-4-yl)-6-trifluoromethyl-pyrimidine (example E.38) (0.20 g, 0.5 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.14 g, 0.65 mmol) according to the general procedure VI. Obtained as a light brown solid (0.15 g, 63%). MS (ISP) 462.1 [(M+H)+]; mp 224.5° C.

Sources & evidence

ORD record
ord-2aaf867e1c2f48ae84d5f355b616dad0
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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