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

HRID 1467068Notes

Reaction equation

HRID 1467068 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].[O:23]1[CH2:28][CH2:27][O:26][C:25]2[C:29]([C:33](O)=[O:34])=[CH:30][CH:31]=[CH:32][C:24]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:16][C:33]([C:29]2[C:25]3[O:26][CH2:27][CH2:28][O:23][C:24]=3[CH:32]=[CH:31][CH:30]=2)=[O:34])[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 781842,3-Dihydro-1,4-benzodioxin-5-carboxylic acidHCID 86658188(S)-ethyl 4-amino-5-(2-aminopropoxy)-2-methylquinoline-3-carboxylate

Product 1

HCID 86658193(S)-ethyl 4-amino-5-(2-(2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamido)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 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic acid as brown solid. MS 466 (MH+).

Sources & evidence

ORD record
ord-2afa0890c19145e5ba86f486a34df896
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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