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

HRID 1928126Notes

Reaction equation

HRID 1928126 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[CH:15]=3)[CH:11]=[C:10]([CH3:22])[N:9]=2)[CH:5]=[CH:4][N:3]=1.[NH2:23][C:24]1[CH:29]=[CH:28][C:27](B2OC(C)(C)C(C)(C)O2)=[CH:26][N:25]=1>>[Cl:21][C:16]1[CH:15]=[C:14]([C:12]2[CH:11]=[C:10]([CH3:22])[N:9]=[C:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([C:27]4[CH:26]=[N:25][C:24]([NH2:23])=[CH:29][CH:28]=4)[CH:7]=3)[N:13]=2)[CH:19]=[CH:18][C:17]=1[Cl:20]

Participants

3

Procedure

The title compound was prepared from 2-(2-chloro-pyridin-4-yl)-4-(3,4-dichloro-phenyl)-6-methyl-pyrimidine (example E.63) (0.15 g, 0.43 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.12 g, 0.54 mmol) according to the general procedure VI. Obtained as a yellow solid (0.11 g, 63%). MS (ISP) 408.4 [(M+H)+]; mp 205° C.

Sources & evidence

ORD record
ord-b0bf0d4e71314d658b5c8d9491fe350b
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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