4-Bromo-3-methylaniline → 2',6'-Dichlorobiphenyl-4-ylamine

HRID 405201Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1B(O)O.Br[C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][C:14]=1C.ClC1C=CC(B(O)O)=CC=1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=1

Participants

Reactant 3

HCID 233594-Bromo-3-methylaniline

HCID 742994-Chlorophenylboronic acid

HCID 27343322,6-Dichlorobenzeneboronic acid

Product 1

HCID 820395652',6'-Dichlorobiphenyl-4-ylamine

Conditions

Temperature: 90 °C

Procedure

The title compound was prepared as described in Example 76, STEP B, but heating at 90° C. for 14 hrs, substituting 4-iodoaniline and 2,6-dichlorophenylboronic acid for 4-bromo-3-methylaniline and 4-chlorophenylboronic acid.

Sources & evidence

ORD record: ord-e9b43b5023cb4e1780cf36bbeaf1420d
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08748624B2

Reaction notes

Loading…