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

HRID 906257Notes

Reaction equation

HRID 906257 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[C:4]([C:9]2[CH:10]=[N:11][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:14]=2)[N:3]=1.[Cl:19][C:20]1[CH:25]=[C:24](B(O)O)[CH:23]=[CH:22][N:21]=1>>[Cl:19][C:20]1[CH:25]=[C:24]([C:2]2[N:7]=[C:6]([CH3:8])[CH:5]=[C:4]([C:9]3[CH:10]=[N:11][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:14]=3)[N:3]=2)[CH:23]=[CH:22][N:21]=1

Participants

3

Reactant 2

HCID 51515952-Chloropyridine-4-boronic acidHCID 866246342-Chloro-4-methyl-6-(6-trifluoromethyl-pyridin-3-yl)-pyrimidine

Product 1

HCID 866246352-(2-Chloro-pyridin-4-yl)-4-methyl-6-(6-trifluoromethyl-pyridin-3-yl)-pyrimidine

Procedure

The title compound was prepared from 2-chloro-4-methyl-6-(6-trifluoromethyl-pyridin-3-yl)-pyrimidine (example A.4) (0.63 g, 2.3 mmol) and commercially available 2-chloro-pyridine-4-boronic acid (0.4 g, 2.53 mmol) according to the general procedure IIb. Obtained as a light yellow solid (0.53 g, 65%). MS (ISP) 351.1 [(M+H)+]; mp 183.5° C.

Sources & evidence

ORD record
ord-bc5214e1140d4f7596c2e3ddf73fa602
Source dataset
uspto-grants-2011_09
Patent number
US08012986B2

Reaction notes

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