Quinoline → HCID 20461958, compound

HRID 326051Notes

Reaction equation

HRID 326051 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)[CH:6]=[CH:5]2.Br[CH:21]([CH3:26])[C:22]([O:24][CH3:25])=[O:23].N1C2C(=CC=CC=2)C=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH:21]([CH3:26])[C:22]([O:24][CH3:25])=[O:23])=[CH:15][CH:14]=1)[CH:6]=[CH:5]2

Participants

4

Reactant 3

HCID 7047QuinolineHCID 95576Methyl 2-bromopropionateHCID 20461938HCID 20461938, compound

Product 1

HCID 20461958HCID 20461958, compound

Procedure

Methyl 2-{4-[N-(6-chloro-2-quinolinyl)amino]-phenoxy}propionate was prepared from 4-[N-(6-chloro-2-quinolinyl)amino]phenol and methyl 2-bromopropionate essentially as described in Example 19, Part b). It was isolated as a sticky brown syrup. Proton magnetic resonance spectrum (CDCl3 ; δ in ppm): 7.9-6.7 (10H, m, NH, quinoline and phenoxy protons); 4.8 (1H, q, --CHCH3); 3.8 (3H, s, OCH3); 1.6 (3H, t, CH--CH3).

Workup

  1. customIt was isolated as a sticky brown syrup

Sources & evidence

ORD record
ord-c1caa83d6ad4433db2f45634b61696bc
Source dataset
uspto-grants-1984_04
Patent number
US04444584

Reaction notes

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