(Pyridin-4-yl)boronic acid → 3-(4-Chloro-2-methoxybenzyl)pyridine

Reaction equation

O1CCCOB1[C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1.Br[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[O:22][CH3:23].N1C=CC(B(O)O)=CC=1>>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[C:16]([O:22][CH3:23])[CH:17]=1

Participants

Reactant 3

HCID 2734379(Pyridin-4-yl)boronic acid

HCID 41980053-(1,3,2-Dioxaborinan-2-yl)pyridine

HCID 223274741-(Bromomethyl)-4-chloro-2-methoxybenzene

Product 1

HCID 692159923-(4-Chloro-2-methoxybenzyl)pyridine

Procedure

The title compound was prepared by substituting 1-bromomethyl-4-chloro-2-methoxy-benzene and 3-[1,3,2]dioxaborinan-2-yl-pyridine for 1-bromomethyl-4-chloro-2-methoxy-benzene and 4-pyridyl boronic acid, respectively, in Example 700A. MS (ESI) m/e 234 (M+H)+.

Sources & evidence

ORD record: ord-8d235e009903405580d4e96f80d40714
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07456169B2

Reaction notes

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