5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → 6-Methyl-4-(4-trifluoromethyl-phenyl)-[2,4';2'3'']terpyridin-6''-ylamine

HRID 1928062Notes

Reaction equation

HRID 1928062 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=3)[CH:11]=[C:10]([CH3:24])[N:9]=2)[CH:5]=[CH:4][N:3]=1.[NH2:25][C:26]1[CH:31]=[CH:30][C:29](B2OC(C)(C)C(C)(C)O2)=[CH:28][N:27]=1>>[CH3:24][C:10]1[N:9]=[C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([C:29]3[CH:28]=[N:27][C:26]([NH2:25])=[CH:31][CH:30]=3)[CH:7]=2)[CH:13]=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)[CH:11]=1

Participants

3

Reactant 2

HCID 27565555-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amineHCID 866154422'-Chloro-6-methyl-4-(4-trifluoromethylphenyl)-[2,4']bipyridinyl

Product 1

HCID 686889076-Methyl-4-(4-trifluoromethyl-phenyl)-[2,4';2'3'']terpyridin-6''-ylamine

Procedure

The title compound was prepared from 2′-chloro-6-methyl-4-(4-trifluoromethyl-phenyl)-[2,4′]bipyridinyl (example E.28) (0.300 g, 0.86 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.246 g, 1.26 mmol) according to the general procedure VI. Obtained as a white solid (0.140 g, 40%). MS (ISP) 407.2 [(M+H)+]; mp 172-190° C.

Sources & evidence

ORD record
ord-d846dd7dfe8246a986403aeee25b9fb6
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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