2-Chloropyridine-4-boronic acid → 2-(2-Chloro-pyridin-4-yl)-4-(3,4-dichlorophenyl)-6-methyl-pyrimidine

HRID 1927918Notes

Reaction equation

HRID 1927918 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)[CH:5]=[C:4]([CH3:16])[N:3]=1.[Cl:17][C:18]1[CH:23]=[C:22](B(O)O)[CH:21]=[CH:20][N:19]=1>>[Cl:17][C:18]1[CH:23]=[C:22]([C:2]2[N:7]=[C:6]([C:8]3[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=3)[CH:5]=[C:4]([CH3:16])[N:3]=2)[CH:21]=[CH:20][N:19]=1

Participants

3

Reactant 2

HCID 51515952-Chloropyridine-4-boronic acidHCID 57468659HCID 57468659, compound

Product 1

HCID 574687772-(2-Chloro-pyridin-4-yl)-4-(3,4-dichlorophenyl)-6-methyl-pyrimidine

Procedure

The title compound was prepared from 2-chloro-4-(3,4-dichloro-phenyl)-6-methyl-pyrimidine (example A.41) (0.4 g, 1.46 mmol) and commercially available 2-chloro-pyridine-4-boronic acid (0.3 g, 1.9 mmol) according to the general procedure IVb. Obtained as a light brown solid (0.15 g, 29%). MS (ISP) 350.2 [(M+H)+]; mp 155° C.

Sources & evidence

ORD record
ord-0348e1cf1b144319a330df65997ea388
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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