Sodium hydride → HCID 57754552, compound

HRID 227106Notes

Reaction equation

HRID 227106 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[CH3:22])[C:5]([C:7]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][C:8]=1[CH3:18])=[O:6].[H-].[Na+].[Br:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([CH2:32]Br)[N:27]=1>CN(C)C=O>[Br:25][C:26]1[N:27]=[C:28]([CH2:32][N:9]2[C:10]3[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:16](=[O:17])[C:7]([C:5](=[O:6])[C:4]3[CH:19]=[CH:20][C:21]([CH3:22])=[C:2]([CH3:1])[CH:3]=3)=[C:8]2[CH3:18])[CH:29]=[CH:30][CH:31]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 129547962-Bromo-6-(bromomethyl)pyridineHCID 57754739HCID 57754739, compound

Product 1

HCID 57754552HCID 57754552, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Experimental conditions analogous to those described for Step 3 of Example 1, from 57 mg (0.20 mmol) of 3-(3,4-dimethyl-benzoyl)-2-methyl-1H-quinolin-4-one, 9 mg (0.24 mmol) of 60% sodium hydride, 59 mg of 2-bromo-6-bromomethyl-pyridine and 0.7 mL of N,N-dimethylformamide. Yield: 44 mg of a white solid: LC-MSD, m/z for C25H21BrN2O2 [M+H]+=461.1, 463.1; HPLC retention time: 2.7 min.

Sources & evidence

ORD record
ord-bd837dcc4fcd44c4be29b49a62535fc1
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

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