Sodium hydride → HCID 57754667, compound

HRID 227091Notes

Reaction equation

HRID 227091 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[N:8]=[CH:7][C:6]([C:9]([C:11]2[C:20](=[O:21])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][CH:12]=2)=[O:10])=[CH:5][CH:4]=1.[H-].[Na+].[Br:26][C:27]1[CH:28]=[C:29]([CH:32]=[CH:33][CH:34]=1)[CH2:30]Br>CN(C)C=O>[Br:26][C:27]1[CH:28]=[C:29]([CH:32]=[CH:33][CH:34]=1)[CH2:30][N:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:20](=[O:21])[C:11]([C:9]([C:6]2[CH:7]=[N:8][C:3]([C:2]([F:1])([F:22])[F:23])=[CH:4][CH:5]=2)=[O:10])=[CH:12]1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 699793-Bromobenzyl bromideHCID 57754593HCID 57754593, compound

Product 1

HCID 57754667HCID 57754667, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Experimental conditions analogous to those described for Step 6 of Example 60, from 71 mg (0.22 mmol) of 3-(6-trifluoromethyl-pyridine-3-carbonyl)-1H-quinolin-4-one, 11 mg (0.27 mmol) of 60% sodium hydride, 67 mg (0.27 mmol) of 3-bromobenzyl bromide and 1 mL of N,N-dimethylformamide. Yield: 85 mg of a white solid: LC-MSD, m/z for C23H14BrF3N2O2 [M+H]+=487.0, 489.0; HPLC retention time: 2.7 min.

Sources & evidence

ORD record
ord-a8627a3622fc4ba29cd3228fb0213044
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

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