Sodium hydride → HCID 57754715, compound

HRID 227109Notes

Reaction equation

HRID 227109 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[CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([CH3:33])[N:28]=1>CN(C)C=O>[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)[N:13]([CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([CH3:33])[N:28]=3)[CH:12]=2)=[O:10])[CH:5]=[N:6][C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 125437332-(Bromomethyl)-6-methylpyridineHCID 57754579HCID 57754579, compound

Product 1

HCID 57754715HCID 57754715, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Experimental conditions analogous to those described for Step 3 of Example 1, from 71 mg (0.24 mmol) 3-(5,6-dimethyl-pyridine-3-carbonyl)-6-fluoro-1H-quinolin-4-one, 12 mg (0.29 mmol) of 60% sodium hydride, 53 mg (0.29 mmol) of 2-bromomethyl-6-methyl-pyridine and 1 mL of N,N-dimethylformamide. Yield: 67 mg of a white solid: LC-MSD, m/z for C24H20FN3O2 [M+H]+=402.1; HPLC retention time: 0.7 min.

Sources & evidence

ORD record
ord-cab936435c0941ab88043289de810bba
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

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