Methanesulfonyl chloride → HCID 9861638, compound

HRID 1582699Notes

Reaction equation

HRID 1582699 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:18]=[CH:17][NH:16][N:15]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>N1C=CC=CC=1.O>[CH3:19][S:20]([N:16]1[CH:17]=[CH:18][C:14]([C:11]2[CH:12]=[CH:13][C:8]([O:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:9][CH:10]=2)=[N:15]1)(=[O:22])=[O:21]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 178420501HCID 178420501, compound

Product 1

HCID 9861638HCID 9861638, compoundYield 91.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

To a solution of 3-(4-phenoxyphenyl)-1H-pyrazole (125 mg, 0.529 mmol) in pyridine (10 mL) at room temperature was added neat methanesulfonyl chloride (50 μL, 0.64 mmol). After stirring overnight at room temperature, the reaction was diluted with water. Column chromatography afforded 152 mg (91%) of the title compound as white solid, mp 136° C. 1H NMR (CDCl3): δ 8.06 (d, J=3.0 Hz, 1H), 7.84 (d, J=8.7 Hz, 2H), 7.37 (t, J=8.7 Hz, 2H), 7.14 (t, J=7.5 Hz, 1H)), 7.06 (d, J=8.7 Hz, 2H), 7.06-7.04 (m, 2H), 6.72 (d, J=3.0 Hz, 1H), 3.38 (s, 3H).

Sources & evidence

ORD record
ord-e534a0633bcf4ceeb558025cbdac1f96
Source dataset
uspto-grants-2004_05
Patent number
US06737418B2

Reaction notes

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