2-Bromo-8-chloroquinoline → 4-((8-Chloroquinolin-2-yl)(5-ethoxy-2-fluoro-3-isopropoxyphenyl)methylamino)benzonitrile

HRID 2104976Notes

Reaction equation

HRID 2104976 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([N:12]([CH2:21][C:22]1[CH:27]=[C:26]([O:28][CH2:29][CH3:30])[CH:25]=[C:24]([O:31][CH:32]([CH3:34])[CH3:33])[C:23]=1[F:35])[C:13]1[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=1)[CH:6]=[CH:5]2.BrC1C=CC2C(=C(Cl)C=CC=2)N=1>>[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:4]2[C:3]=1[N:8]=[C:7]([N:12]([CH2:21][C:22]1[CH:27]=[C:26]([O:28][CH2:29][CH3:30])[CH:25]=[C:24]([O:31][CH:32]([CH3:33])[CH3:34])[C:23]=1[F:35])[C:13]1[CH:14]=[CH:15][C:16]([C:17]#[N:18])=[CH:19][CH:20]=1)[CH:6]=[CH:5]2

Participants

3

Reactant 2

HCID 532173922-Bromo-8-chloroquinolineHCID 688168234-((6-Chloroquinolin-2-yl)(5-ethoxy-2-fluoro-3-isopropoxyphenyl)methylamino)benzonitrile

Product 1

HCID 688129184-((8-Chloroquinolin-2-yl)(5-ethoxy-2-fluoro-3-isopropoxyphenyl)methylamino)benzonitrile

Procedure

According to the procedure for Intermediate 90.2, Intermediate 91.1 (100 mg, 0.412 mmol) afforded 165 mg of Intermediate 91.2 as an off-white solid.

Sources & evidence

ORD record
ord-1f9e74c283ab4bbaaf3c65e5793aed7e
Source dataset
uspto-grants-2009_08
Patent number
US07576098B2

Reaction notes

Loading…