Methyl Acetate → [7-(4-tert-Butoxycarbonylaminobutoxy)-1-ethyl-2-oxo-1,2-dihydro-quinolin-3-yl]acetic Acid Methyl Ester

HRID 2301984Notes

Reaction equation

HRID 2301984 reaction equation
[CH3:1][O:2][C:3](=[O:19])[CH2:4][C:5]1[C:6](=[O:18])[N:7]([CH2:16][CH3:17])[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[C:10]([OH:15])[CH:9]=2.COC(=O)C.[C:25]([O:29][C:30](=[O:37])[NH:31][CH2:32][CH2:33][CH2:34][CH2:35]Br)([CH3:28])([CH3:27])[CH3:26]>>[CH3:1][O:2][C:3](=[O:19])[CH2:4][C:5]1[C:6](=[O:18])[N:7]([CH2:16][CH3:17])[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[C:10]([O:15][CH2:35][CH2:34][CH2:33][CH2:32][NH:31][C:30]([O:29][C:25]([CH3:26])([CH3:28])[CH3:27])=[O:37])[CH:9]=2

Participants

4

Reactant 3

HCID 6584Methyl AcetateHCID 10868765tert-butyl N-(4-bromobutyl)carbamateHCID 69978539(1-Ethyl-7-hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-acetic Acid Methyl Ester

Product 1

HCID 69978658[7-(4-tert-Butoxycarbonylaminobutoxy)-1-ethyl-2-oxo-1,2-dihydro-quinolin-3-yl]acetic Acid Methyl Ester

Procedure

The title compound is prepared using the procedure of Example 75 and (1-ethyl-7-hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-acetic acid methyl ester in place of 7-hydroxy-2-oxo-1,2,3,4-tetrahydro-quinolin-3-yl)acetic acid methyl ester and (4-bromobutyl)carbamic acid tert-butyl ester in place of (2-bromoethyl)carbamic acid tert-butyl ester.

Sources & evidence

ORD record
ord-aa42b87bae944c1883d8612f2329849a
Source dataset
uspto-grants-2002_08
Patent number
US06429214B1

Reaction notes

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