1-Bromo-3-methylbutane → [1-(3-Methyl-butyl)-2-oxo-1,2,3,4-tetrahydro-quinolin-3-yl]-acetic acid methyl ester

HRID 2105545Notes

Reaction equation

HRID 2105545 reaction equation
[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][C:6]1=[O:15].Br[CH2:18][CH2:19][CH:20]([CH3:22])[CH3:21]>>[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]([CH2:18][CH2:19][CH:20]([CH3:22])[CH3:21])[C:6]1=[O:15]

Participants

3

Reactant 2

HCID 78911-Bromo-3-methylbutaneHCID 21519358Methyl 2-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)acetate

Product 1

HCID 69003096[1-(3-Methyl-butyl)-2-oxo-1,2,3,4-tetrahydro-quinolin-3-yl]-acetic acid methyl ester

Procedure

Following a similar N-alkylation procedure described in example 9, the (2-oxo-1,2,3,4-tetrahydro-quinolin-3-yl)-acetic acid methyl ester (0.068 mmol) obtained in the previous step is alkylated with 1-bromo-3-methylbutane to give the crude [1-(3-methyl-butyl)-2-oxo-1,2,3,4-tetrahydro-quinolin-3-yl]-acetic acid methyl ester, which is used in the next step without further purification.

Sources & evidence

ORD record
ord-833df7691f224511bae6ad23026ea0ba
Source dataset
uspto-grants-2009_08
Patent number
US07579363B2

Reaction notes

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