5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine → HCID 60209368, compound

HRID 1928041Notes

Reaction equation

HRID 1928041 reaction equation
Br[C:2]1[N:3]=[CH:4][N:5]([C:7]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=3)[CH:10]=[CH:9][N:8]=2)[CH:6]=1.[NH2:20][C:21]1[CH:26]=[CH:25][C:24](B2OC(C)(C)C(C)(C)O2)=[CH:23][N:22]=1>>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([C:11]2[CH:10]=[CH:9][N:8]=[C:7]([N:5]3[CH:6]=[C:2]([C:24]4[CH:25]=[CH:26][C:21]([NH2:20])=[N:22][CH:23]=4)[N:3]=[CH:4]3)[N:12]=2)=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 27565555-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amineHCID 57468739HCID 57468739, compound

Product 1

HCID 60209368HCID 60209368, compound

Procedure

The title compound was prepared from 2-(4-bromo-imidazol-1-yl)-4-(4-chloro-phenyl)-pyrimidine (example E.15) (0.27 g, 0.8 mmol) and commercially available 2-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.18 g, 0.8 mmol) according to the general procedure VI. Obtained as a light yellow solid (0.083 g, 30%). MS (ISP) 349.3 [(M+H)+]; mp 188-190° C.

Sources & evidence

ORD record
ord-3ce032ee9f4c4e049e15b3a7928bc6b1
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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