3-(Bromomethyl)quinolin-2(1H)-one → Carbostyril malonate

Reaction equation

BrC[C:3]1[C:4](=[O:13])[NH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.[C:14]([OH:20])(=[O:19])[CH2:15][C:16]([OH:18])=[O:17].C(C(CC)C(N)=O)C.[O-]CC.[Na+]>>[C:14]([OH:20])(=[O:19])[CH2:15][C:16]([OH:18])=[O:17].[NH:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:12]=[CH:3][C:4]1=[O:13]

Participants

Reactant 3

HCID 3367063-(Bromomethyl)quinolin-2(1H)-one

HCID 2723922Sodium ethoxide

HCID 22466969Diethyl acetamide malonate

Product 1

HCID 68583663Carbostyril malonate

Procedure

bromomethyl carbostyril (2) is reacted with diethylacetamide malonate (3) in the presence of a base such as sodium ethoxide to give carbostyril malonate compound (4);

Sources & evidence

ORD record: ord-34d9b3f7dcba4af4b2ee6d3d51ca181d
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07718805B2

Reaction notes

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