Sodium hydride → HCID 57754776, compound

HRID 227069

Reaction equation

HRID 227069 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1)=[O:5])[CH3:2].[H-].[Na+].Br[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[N:22]=1>CN(C=O)C>[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[N:22]=2)[CH:7]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 220876Ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylateHCID 125437332-(Bromomethyl)-6-methylpyridine

Product 1

HCID 57754776HCID 57754776, compoundYield 74.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Experimental conditions analogous to those described for Step 3 of Example 1, from 2.87 g (13.2 mmol) of 4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester, 0.64 g (15.9 mmol) of 60% sodium hydride, 2.95 g (15.9 mmol) of 2-bromomethyl-6-methyl-pyridine in 30 mL DMF to give 3.18 g of the product as an off-white solid.

Sources & evidence

ORD record
ord-38a2610cbcca49fd9db4fbbca641b4d2
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Linked notes

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