Potassium Carbonate → 3-Fluoro-5-[(2,4-dimethoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridin

HRID 2181899Notes

Reaction equation

HRID 2181899 reaction equation
F[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]([NH:17][S:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:22]=1[O:29][CH3:30])(=[O:20])=[O:19])[CH3:16].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:8][C:6]1[CH:5]=[CH:4][C:3]2[C:9]3[C:10]([CH:15]([CH3:16])[N:17]([S:18]([C:21]4[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:22]=4[O:29][CH3:30])(=[O:20])=[O:19])[C:2]=2[CH:7]=1)=[CH:11][CH:12]=[CH:13][CH:14]=3

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22482306N-[1-(2',4'-Difluoro-1,1'-biphenyl-2-yl)ethyl]-2,4-dimethoxybenzenesulfonamide

Product 1

HCID 224823603-Fluoro-5-[(2,4-dimethoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridin

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared from N-[1-(2′,4′-difluoro-1,1′-biphenyl-2-yl)ethyl]-2,4-dimethoxybenzenesulfonamide (550 mg, 1.27 mmol), anhydrous N,N-dimethylformamide (1 mL), and potassium carbonate (351 mg, 2.5 mmol) according to the procedure and in the same manner as described in Example 105, step d, and the product (525 mg, 99%) isolated as a white solid;

Sources & evidence

ORD record
ord-628747e72cd746ea9b7aeca032db791a
Source dataset
uspto-grants-2005_05
Patent number
US06894061B2

Reaction notes

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