Cyclopropanesulfonyl chloride → Cyclopropanesulfonic acid {4-[1-(4-chloro-2-methyl-phenyl)-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-propyl]-phenyl}-amide

HRID 1617956Notes

Reaction equation

HRID 1617956 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:21]=2[CH3:27])[CH2:9][C:10]([C:12]2[CH:13]=[CH:14][C:15](=[O:19])[N:16]([CH3:18])[CH:17]=2)=[O:11])=[CH:4][CH:3]=1.[CH:28]1([S:31](Cl)(=[O:33])=[O:32])[CH2:30][CH2:29]1>N1C=CC=CC=1>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([CH:8]([C:5]2[CH:6]=[CH:7][C:2]([NH:1][S:31]([CH:28]3[CH2:30][CH2:29]3)(=[O:33])=[O:32])=[CH:3][CH:4]=2)[CH2:9][C:10]([C:12]2[CH:13]=[CH:14][C:15](=[O:19])[N:16]([CH3:18])[CH:17]=2)=[O:11])=[C:21]([CH3:27])[CH:22]=1

Participants

4

Reactant 2

HCID 2760919Cyclopropanesulfonyl chlorideHCID 666687055-[3-(4-Amino-phenyl)-3-(4-chloro-2-methyl-phenyl)-propionyl]-1-methyl-1H-pyridin-2-one

Product 1

HCID 67015678Cyclopropanesulfonic acid {4-[1-(4-chloro-2-methyl-phenyl)-3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-propyl]-phenyl}-amide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In analogy to example 353, step 2, 5-[3-(4-amino-phenyl)-3-(4-chloro-2-methyl-phenyl)-propionyl]-1-methyl-1H-pyridin-2-one (example 353, step 1) was reacted with cyclopropane-sulfonyl chloride in pyridine to give the title compound as an off-white solid, MS (ESI+): m/z=485.2 [M+H]+.

Sources & evidence

ORD record
ord-7c0312d67ee2469db180d75c501c7c41
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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