Diisopropylethylamine → 5-chloro-N-isobutyl-N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-2-methoxy-benzenesulfonamide

HRID 1665040Notes

Reaction equation

HRID 1665040 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].[Cl:22][C:23]1[CH:24]=[CH:25][C:26]([O:33][CH3:34])=[C:27]([S:29](Cl)(=[O:31])=[O:30])[CH:28]=1.C(N(CC)C(C)C)(C)C>ClCCl>[Cl:22][C:23]1[CH:24]=[CH:25][C:26]([O:33][CH3:34])=[C:27]([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:30])=[O:31])[CH:28]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27342725-Chloro-2-methoxybenzene-1-sulfonyl chlorideHCID 67441398Isobutyl-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-amine

Product 1

HCID 252351245-chloro-N-isobutyl-N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-2-methoxy-benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In analogy to example 13, step 2, isobutyl-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-amine (example 15, step 2) was reacted with 5-chloro-2-methoxyphenylsulfonyl chloride and N,N-diisopropyl ethyl amine in dichloromethane to give 5-chloro-N-isobutyl-N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-2-methoxy-benzenesulfonamide as a colorless oil. MS: 544.8 ([M+NH4]+)

Sources & evidence

ORD record
ord-a901034f789b4510a18685e471042927
Source dataset
uspto-grants-2011_10
Patent number
US08039493B2

Reaction notes

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