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

HRID 1928087Notes

Reaction equation

HRID 1928087 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[N: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]([C:24]([F:27])([F:26])[F:25])[N:9]=2)[CH:5]=[CH:4][N:3]=1.[NH2:28][C:29]1[CH:34]=[CH:33][C:32](B2OC(C)(C)C(C)(C)O2)=[CH:31][N:30]=1>>[F:25][C:24]([F:27])([F:26])[C:10]1[N:9]=[C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([C:32]3[CH:33]=[CH:34][C:29]([NH2:28])=[N:30][CH:31]=3)[N:7]=2)[N: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 866154442'-Chloro-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-[2,4']bipyrimidinyl

Product 1

HCID 866154555-[6-Trifluoromethyl-4-(4-trifluoromethyl-phenyl)-[2,4']bipyrimidinyl-2'-yl]-pyridin-2-ylamine

Procedure

The title compound was prepared from 2′-chloro-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-[2,4′]bipyrimidinyl (example E.42) (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 yellow solid (0.17 g, %). MS (ISP) 463.1 [(M+H)+]; mp 236.5° C.

Workup

  1. customObtained as a light yellow solid (0.17 g, %)

Sources & evidence

ORD record
ord-513628d361b0447c889898bbab8a5a65
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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