2-Chloropyridine-4-boronic acid → 4-(4-Chloro-phenyl)-2-(2-chloro-pyridin-4-yl)-6-methyl-pyrimidine

HRID 1989177Notes

Reaction equation

HRID 1989177 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[CH:5]=[C:4]([CH3:15])[N:3]=1.[Cl:16][C:17]1[CH:22]=[C:21](B(O)O)[CH:20]=[CH:19][N:18]=1>>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]2[CH:5]=[C:4]([CH3:15])[N:3]=[C:2]([C:21]3[CH:20]=[CH:19][N:18]=[C:17]([Cl:16])[CH:22]=3)[N:7]=2)=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 51515952-Chloropyridine-4-boronic acidHCID 202255702-Chloro-4-(4-chloro-phenyl)-6-methyl-pyrimidine

Product 1

HCID 574687624-(4-Chloro-phenyl)-2-(2-chloro-pyridin-4-yl)-6-methyl-pyrimidine

Procedure

The title compound was prepared from 2-chloro-4-(4-chloro-phenyl)-6-methyl-pyrimidine (example A.11) (0.24 g, 1.0 mmol) and commercially available 2-chloro-pyridine-4-boronic acid (0.21 g, 1.3 mmol) according to the general procedure IVb. Obtained as a light yellow solid (0.23 g, 73%). MS (ISP) 316.1 [(M+H)+]; mp 175° C.

Sources & evidence

ORD record
ord-fadabc9b5ae64e6b94ab309f8d005337
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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