3-Pyridinylboronic acid → 4-(4-Chloro-phenyl)-6-methyl-2-(4-pyridin-3-yl-imidazol-1-yl)-pyrimidine

HRID 1928033Notes

Reaction equation

HRID 1928033 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]=[C:9]([CH3:20])[N:8]=2)[CH:6]=1.[N:21]1[CH:26]=[CH:25][CH:24]=[C:23](B(O)O)[CH:22]=1>>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([C:11]2[CH:10]=[C:9]([CH3:20])[N:8]=[C:7]([N:5]3[CH:6]=[C:2]([C:23]4[CH:22]=[N:21][CH:26]=[CH:25][CH:24]=4)[N:3]=[CH:4]3)[N:12]=2)=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 574687362-(4-Bromo-imidazol-1-yl)-4-(4-chloro-phenyl)-6-methyl-pyrimidine

Product 1

HCID 247602144-(4-Chloro-phenyl)-6-methyl-2-(4-pyridin-3-yl-imidazol-1-yl)-pyrimidine

Procedure

The title compound was prepared from 2-(4-bromo-imidazol-1-yl)-4-(4-chloro-phenyl)-6-methyl-pyrimidine (example E.12) (0.14 g, 0.4 mmol) and commercially available 3-pyridyl-boronic acid (0.049 g, 0.4 mmol) according to the general procedure VI. Obtained as a light yellow solid (0.027 g, 19%). MS (ISN) 346.1 [(M−H)−]; mp 179-181° C.

Sources & evidence

ORD record
ord-2f76ebd2454b4f059be6a3330bbee5da
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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