Potassium Carbonate → 3-Chloro-5-[(4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine

HRID 2181931Notes

Reaction equation

HRID 2181931 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH:14]([NH:16][S:17]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=2)(=[O:19])=[O:18])[CH3:15])=[C:4](F)[CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]2[C:8]3[C:9]([CH:14]([CH3:15])[N:16]([S:17]([C:20]4[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=4)(=[O:19])=[O:18])[C:4]=2[CH:3]=1)=[CH:10][CH:11]=[CH:12][CH:13]=3

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22482270N-[1-(4'-Chloro-2'-fluoro-1,1'-biphenyl-2-yl)ethyl]-4-methoxybenzenesulfonamide

Product 1

HCID 224823713-Chloro-5-[(4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared from N-[1-(4′-chloro-2′-fluoro-1,1′-biphenyl-2-yl)ethyl]-4-methoxybenzenesulfonamide (617 mg, 1.5 mmol), anhydrous N,N-dimethylformamide (2 mL), and potassium carbonate (414 mg, 3.0 mmol) according to the procedure and in the same manner as described in Example 105, step d resulting in the isolation of 607 mg (93%) of a white solid that was used without further purification;

Sources & evidence

ORD record
ord-c66b8324f8454da7b5c83dd6567ff52b
Source dataset
uspto-grants-2005_05
Patent number
US06894061B2

Reaction notes

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