3-(2-Hydroxyethoxy)-4-methoxybenzoic acid → (S)-ethyl 4-amino-5-(2-(3-(2-hydroxyethoxy)-4-methoxybenzamido)propoxy)-2-methylquinoline-3-carboxylate

HRID 1467070Notes

Reaction equation

HRID 1467070 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[O:12][CH2:13][C@@H:14]([NH2:16])[CH3:15])[N:5]=[C:4]([CH3:17])[C:3]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19].[OH:23][CH2:24][CH2:25][O:26][C:27]1[CH:28]=[C:29]([CH:33]=[CH:34][C:35]=1[O:36][CH3:37])[C:30](O)=[O:31]>>[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[O:12][CH2:13][C@@H:14]([NH:16][C:30](=[O:31])[C:29]2[CH:33]=[CH:34][C:35]([O:36][CH3:37])=[C:27]([O:26][CH2:25][CH2:24][OH:23])[CH:28]=2)[CH3:15])[N:5]=[C:4]([CH3:17])[C:3]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19]

Participants

3

Reactant 2

HCID 246940063-(2-Hydroxyethoxy)-4-methoxybenzoic acidHCID 86658188(S)-ethyl 4-amino-5-(2-aminopropoxy)-2-methylquinoline-3-carboxylate

Product 1

HCID 86658195(S)-ethyl 4-amino-5-(2-(3-(2-hydroxyethoxy)-4-methoxybenzamido)propoxy)-2-methylquinoline-3-carboxylate

Procedure

Prepared as in Example 24a from (S)-ethyl 4-amino-5-(2-aminopropoxy)-2-methyl-quinoline-3-carboxylate (Example 26b) and 3-(2-hydroxyethoxy)-4-methoxybenzoic acid as a brown solid. MS 498 (MH+).

Sources & evidence

ORD record
ord-50381bd1f1eb4d398b8c63065467b61a
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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