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

HRID 1989332Notes

Reaction equation

HRID 1989332 reaction equation
Br[C:2]1[CH:3]=[C:4]([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]=[N:6][CH:7]=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:4]2[CH:5]=[N:6][CH:7]=[C:2]([C:29]3[CH:28]=[N:27][C:26]([NH2:25])=[CH:31][CH:30]=3)[CH:3]=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 686924845'-Bromo-6-methyl-4-(4-trifluoromethylphenyl)-[2,3']bipyridinyl

Product 1

HCID 686896746-Methyl-4-(4-trifluoromethyl-phenyl)-[2,3';5',3'']terpyridin-6''-ylamine

Procedure

The title compound was prepared from 5′-bromo-6-methyl-4-(4-trifluoromethylphenyl)-[2,3′]bipyridinyl (example E.24) (0.15 g, 0.38 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.092 g, 0.42 mmol) according to the general procedure VI. Obtained as a white solid (0.085 g, 54%). MS (ISP) 407.2 [(M+H)+]; mp 161-177° C.

Sources & evidence

ORD record
ord-086f3af736264a3085bf64b9eb0aae77
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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