4-Nitrophenylboronic acid → (4-{[5-(3-Chlorophenyl)-6-methoxypyridin-3-yl]methyl}phenyl)urea

HRID 578836Notes

Reaction equation

HRID 578836 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9]([O:24][CH3:25])=[N:10][CH:11]=[C:12]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][CH:16]=3)[CH:13]=2)[CH:5]=[CH:6][CH:7]=1.BrCC1C=C(C2C=CC=C(Cl)C=2)[C:31]([O:34]C)=[N:32]C=1.[N+](C1C=CC(B(O)O)=CC=1)([O-])=O>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[C:12]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([NH:21][C:31]([NH2:32])=[O:34])=[CH:17][CH:16]=3)[CH:11]=[N:10][C:9]=2[O:24][CH3:25])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 27735524-Nitrophenylboronic acidHCID 904162585-(Bromomethyl)-3-(3-chlorophenyl)-2-methoxypyridineHCID 904167853-(3-Chlorophenyl)-2-methoxy-5-(4-nitrobenzyl)pyridine

Product 1

HCID 86304115(4-{[5-(3-Chlorophenyl)-6-methoxypyridin-3-yl]methyl}phenyl)urea

Procedure

3-(3-Chlorophenyl)-2-methoxy-5-(4-nitrobenzyl)pyridine. The title compound was prepared in a manner analogous to Example 1, from Intermediate 2 and 4-nitrophenyl boronic acid to afford a tan solid. [M+H]=355.07.

Workup

  1. customto afford a tan solid

Sources & evidence

ORD record
ord-5ec52bcf5bf04639a94d6d1ace809695
Source dataset
uspto-grants-2015_05
Patent number
US09040692B2

Reaction notes

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