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Sodium Methoxide → 1-(6-Bromo-pyridin-2-ylmethyl)-3-(6-methoxy-pyridine-3-carbonyl)-1H-quinolin-4-one

HRID 227097
Notes
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Reaction equation

HRID 227097 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([CH2:8][N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:19])[C:11]([C:20]([C:22]3[CH:23]=[N:24][C:25](Cl)=[CH:26][CH:27]=3)=[O:21])=[CH:10]2)[CH:5]=[CH:4][CH:3]=1.[CH3:29][O-:30].[Na+]>CO>[Br:1][C:2]1[N:7]=[C:6]([CH2:8][N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:19])[C:11]([C:20]([C:22]3[CH:23]=[N:24][C:25]([O:30][CH3:29])=[CH:26][CH:27]=3)=[O:21])=[CH:10]2)[CH:5]=[CH:4][CH:3]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 57754507HCID 57754507, compound

Product 1

HCID 577546771-(6-Bromo-pyridin-2-ylmethyl)-3-(6-methoxy-pyridine-3-carbonyl)-1H-quinolin-4-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Experimental conditions analogous to those described for Example 141, from 38 mg (0.084 mmol) of 1-(6-bromo-pyridin-2-ylmethyl)-3-(6-chloro-pyridine-3-carbonyl)-1H-quinolin-4-one, 90 mg (1.67 mmol) of sodium methoxide and 1 mL dry methanol. Yield: 19 mg of a white powder. LC-MSD, m/z for C22H16BrN3O3 [M+H]+=450.0, 452.0; HPLC retention time: 2.3 min.

Sources & evidence

ORD record
ord-0cdf5a7cdcf24c2a9bef7f0234ec1fae
Source dataset
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07557213B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes