3,5-Dihydroxybenzoic Acid → (S)-ethyl 4-amino-5-(2-(3,5-dihydroxybenzamido)-3-methylbutoxy)-2-methylquinoline-3-carboxylate

HRID 1467102Notes

Reaction equation

HRID 1467102 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]([NH2:18])[CH:15]([CH3:17])[CH3:16])[N:5]=[C:4]([CH3:19])[C:3]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21].[OH:25][C:26]1[CH:27]=[C:28]([CH:32]=[C:33]([OH:35])[CH:34]=1)[C:29](O)=[O:30]>>[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:18][C:29](=[O:30])[C:28]2[CH:27]=[C:26]([OH:25])[CH:34]=[C:33]([OH:35])[CH:32]=2)[CH:15]([CH3:17])[CH3:16])[N:5]=[C:4]([CH3:19])[C:3]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21]

Participants

3

Reactant 2

HCID 74243,5-Dihydroxybenzoic AcidHCID 86658214(S)-ethyl 4-amino-5-(2-amino-3-methylbutoxy)-2-methylquinoline-3-carboxylate

Product 1

HCID 86662303(S)-ethyl 4-amino-5-(2-(3,5-dihydroxybenzamido)-3-methylbutoxy)-2-methylquinoline-3-carboxylate

Procedure

Prepared as in Example 24a from (S)-ethyl 4-amino-5-(2-amino-3-methylbutoxy)-2-methylquinoline-3-carboxylate (Example 95b) and 3,5-dihydroxybenzoic acid as brown solid (29%). MS 468 (MH+).

Sources & evidence

ORD record
ord-2c1ccc6f4e0340d597552e4e69f83c3b
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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