2,3-Dihydro-1,4-benzodioxin-5-carboxylic acid → (S)-ethyl 4-amino-5-(2-(2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamido)-butoxy)-2-methylquinoline-3-carboxylate

HRID 2169943Notes

Reaction equation

HRID 2169943 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]([NH2:17])[CH2:15][CH3:16])[N:5]=[C:4]([CH3:18])[C:3]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20].[O:24]1[CH2:29][CH2:28][O:27][C:26]2[C:30]([C:34](O)=[O:35])=[CH:31][CH:32]=[CH:33][C:25]1=2>>[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:17][C:34]([C:30]2[C:26]3[O:27][CH2:28][CH2:29][O:24][C:25]=3[CH:33]=[CH:32][CH:31]=2)=[O:35])[CH2:15][CH3:16])[N:5]=[C:4]([CH3:18])[C:3]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20]

Participants

3

Reactant 2

HCID 781842,3-Dihydro-1,4-benzodioxin-5-carboxylic acidHCID 86658218(S)-ethyl 4-amino-5-(2-aminobutoxy)-2-methylquinoline-3-carboxylate

Product 1

HCID 86658221(S)-ethyl 4-amino-5-(2-(2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamido)-butoxy)-2-methylquinoline-3-carboxylate

Procedure

Prepared as in Example 24a from (S)-ethyl 4-amino-5-(2-aminobutoxy)-2-methylquinoline-3-carboxylate (Example 97b) and 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid as brown solid (40%). MS 480 (MH+).

Sources & evidence

ORD record
ord-db21a6196afd4131923e0c484d2ee0f4
Source dataset
uspto-grants-2015_06
Patent number
US09049878B2

Reaction notes

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