Sodium hydride → HCID 57754608, compound

HRID 227108Notes

Reaction equation

HRID 227108 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:9]([C:11]2[C:20](=[O:21])[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([F:22])[CH:18]=3)[NH:13][CH:12]=2)=[O:10])[CH:5]=[N:6][C:7]=1[CH3:8].[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:13]2[C:14]3[C:19](=[CH:18][C:17]([F:22])=[CH:16][CH:15]=3)[C:20](=[O:21])[C:11]([C:9]([C:4]3[CH:5]=[N:6][C:7]([CH3:8])=[C:2]([CH3:1])[CH:3]=3)=[O:10])=[CH:12]2)[CH:29]=[CH:30][CH:31]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 129547962-Bromo-6-(bromomethyl)pyridineHCID 57754579HCID 57754579, compound

Product 1

HCID 57754608HCID 57754608, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Experimental conditions analogous to those described for Step 3 of Example 1, from 50 mg (0.17 mmol) of 3-(5,6-dimethyl-pyridine-3-carbonyl)-6-fluoro-1H-quinolin-4-one, 8 mg (0.20 mmol) of 60% sodium hydride and 51 mg (0.20 mmol) of 2-bromo-6-bromomethyl-pyridine and 0.7 mL of N,N-dimethylformamide. Yield: 38 mg of a white solid: LC-MSD, m/z for C23H17BrFN3O2 [M+H]+=466.2, 468.1; HPLC retention time: 2.1 min.

Sources & evidence

ORD record
ord-aa251d95f16e4696895e3d321451a75d
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

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