2-Methoxyethanol → 4-[(2,4-Dichloro-5-methoxyphenyl)amino]-7-(2-methoxyethoxy)-6-(2-morpholin-4-ylethoxy)3-quinolinecarbonitrile

HRID 1837370Notes

Reaction equation

HRID 1837370 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH3:10])=[CH:4][C:3]=1[NH:11][C:12]1[C:21]2[C:16](=[CH:17][C:18](F)=[C:19]([O:22][CH2:23][CH2:24][N:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)[CH:20]=2)[N:15]=[CH:14][C:13]=1[C:32]#[N:33].[CH3:34][O:35][CH2:36][CH2:37][OH:38]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH3:10])=[CH:4][C:3]=1[NH:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:38][CH2:37][CH2:36][O:35][CH3:34])=[C:19]([O:22][CH2:23][CH2:24][N:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)[CH:20]=2)[N:15]=[CH:14][C:13]=1[C:32]#[N:33]

Participants

3

Reactant 2

HCID 80192-MethoxyethanolHCID 234981014-[(2,4-Dichloro-5-methoxyphenyl)amino]-7-fluoro-6-(2-morpholin-4-ylethoxy)-3-quinolinecarbonitrile

Product 1

HCID 100989864-[(2,4-Dichloro-5-methoxyphenyl)amino]-7-(2-methoxyethoxy)-6-(2-morpholin-4-ylethoxy)3-quinolinecarbonitrile

Procedure

Following the procedure used to prepare Example 15, 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-fluoro-6-(2-morpholin-4-ylethoxy)-3-quinolinecarbonitrile (102 mg, 0.21 mmol) and 2-methoxyethanol provides 86 mg of 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-(2-methoxyethoxy)-6-(2-morpholin-4-ylethoxy)3-quinolinecarbonitrile, mp 158-159° C.

Sources & evidence

ORD record
ord-3d9f54c640ee416fbd41e13d0afa4a0b
Source dataset
uspto-grants-2004_08
Patent number
US06780996B2

Reaction notes

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