Sodium hydride → HCID 86668809, compound

HRID 921385Notes

Reaction equation

HRID 921385 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:12])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[H-].[Na+].[Cl:15][C:16]1[N:17]=[N:18][CH:19]=[C:20](Cl)[CH:21]=1>CN(C)C=O>[Cl:15][C:16]1[N:17]=[N:18][CH:19]=[C:20]([O:12][C:4]2[CH:5]=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:7]=[C:2]([F:1])[CH:3]=2)[CH:21]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 27375873-Fluoro-5-(trifluoromethyl)phenolHCID 199596873,5-Dichloropyridazine

Product 1

HCID 86668809HCID 86668809, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-fluoro-5-(trifluoromethyl)phenol (1.6 mmol) in 4 mL of N,N-Dimethyl formamide at 0 degree, is added Sodium hydride (100 mg) and the reaction mixture is allowed to stirred at 0 degree for 20 minutes. 3,5-dichloropyridazine (1.6 mmol) is added and the reaction mixture is warmed to room temperature. The reaction mixture is stirred at room temperature until formation of the desired compound. The reaction mixture is quenched with water and extracted with Ethyl acetate. The combined Ethyl acetate layers are dried over Sodium Sulfate and solvent is removed under reduced pressure. The residue can be purified by Prep-HPLC.

Sources & evidence

ORD record
ord-a050be1447dc432792e620a030aa5f79
Source dataset
uspto-grants-2016_03
Patent number
US09273077B2

Reaction notes

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