1-(4-Amino-2-methylquinolin-3-yl)ethanone → 1-(4-(4-Bromo-2-chlorobenzylamino)-2-methylquinolin-3-yl)ethanone

HRID 1250458Notes

Reaction equation

HRID 1250458 reaction equation
[Br:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][NH:7][C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]=[C:10]([CH3:18])[C:9]=2[C:19](=[O:21])[CH3:20])=[CH:4][CH:3]=1.NC1C2C(=CC=CC=2)N=C(C)C=1C(=O)C.BrC1C=CC(CBr)=C([Cl:48])C=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]=[C:10]([CH3:18])[C:9]=2[C:19](=[O:21])[CH3:20])=[C:22]([Cl:48])[CH:23]=1

Participants

4

Reactant 3

HCID 6722971-(4-Amino-2-methylquinolin-3-yl)ethanoneHCID 114628041-(4-(4-Bromobenzylamino)-2-methylquinolin-3-yl)ethanone2×HCID 219144864-Bromo-1-(bromomethyl)-2-chlorobenzene

Product 1

HCID 120193231-(4-(4-Bromo-2-chlorobenzylamino)-2-methylquinolin-3-yl)ethanone

Procedure

1-(4-(4-Bromo-2-chlorobenzylamino)-2-methylquinolin-3-yl)ethanone was synthesized by the same process as described for 1-(4-(4-bromobenzylamino)-2-methylquinolin-3-yl)ethanone (Example 1, Intermediate 2c) starting from 1-(4-amino-2-methylquinolin-3-yl)ethanone and 4-bromo-2-chlorobenzyl bromide. MS(FAB+): 403/405.

Sources & evidence

ORD record
ord-46aa2d36690345fbbea91459c2449aaa
Source dataset
uspto-grants-2002_01
Patent number
US06339077B1

Reaction notes

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