Cyclohexylmethane sulfonyl chloride → C-cyclohexyl-N-isobutyl-N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-methanesulfonamide

HRID 1665085Notes

Reaction equation

HRID 1665085 reaction equation
[CH2:1]([NH:5][CH2:6][C:7]1[S:8][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([S:18]([CH3:21])(=[O:20])=[O:19])[CH:13]=2)=[CH:10][CH:11]=1)[CH:2]([CH3:4])[CH3:3].[CH:22]1([CH2:28][S:29](Cl)(=[O:31])=[O:30])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>ClCCl>[CH:22]1([CH2:28][S:29]([N:5]([CH2:1][CH:2]([CH3:4])[CH3:3])[CH2:6][C:7]2[S:8][C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([S:18]([CH3:21])(=[O:20])=[O:19])[CH:13]=3)=[CH:10][CH:11]=2)(=[O:31])=[O:30])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

4

Reactant 2

HCID 3871475Cyclohexylmethane sulfonyl chlorideHCID 67441398Isobutyl-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-amine

Product 1

HCID 25234325C-cyclohexyl-N-isobutyl-N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-methanesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In analogy to example 25, isobutyl-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-amine (example 15, step 2) was reacted with cyclohexyl-methane-sulfonylchloride and dimethylketene-methyltrimethylsilylacetal in dichloromethane to give C-cyclohexyl-N-isobutyl-N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-methanesulfonamide as an off-white solid. MS: 500.9 ([M+NH4]+)

Sources & evidence

ORD record
ord-6cd57fde1c4f48efab2ced2800fa56d6
Source dataset
uspto-grants-2011_10
Patent number
US08039493B2

Reaction notes

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