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

HRID 1665043Notes

Reaction equation

HRID 1665043 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].[C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[S:30](Cl)(=[O:32])=[O:31])#[N:23].C(N(CC)C(C)C)(C)C>ClCCl>[C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[S:30]([N:5]([CH2:1][CH:2]([CH3:4])[CH3:3])[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)(=[O:32])=[O:31])#[N:23]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 5223472-Cyanobenzenesulfonyl ChlorideHCID 67441398Isobutyl-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-amine

Product 1

HCID 252342402-cyano-N-isobutyl-N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-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 2-cyanobenzenesulfonyl chloride and N,N-diisopropyl ethyl amine in dichloromethane to give 2-cyano-N-isobutyl-N-[5-(3-methanesulfonyl-phenyl)-thiophen-2-ylmethyl]-benzenesulfonamide as a colorless solid. MS: 505.8 ([M+NH4]+)

Sources & evidence

ORD record
ord-cf10bce9cd534c08a282737aba3a79bb
Source dataset
uspto-grants-2011_10
Patent number
US08039493B2

Reaction notes

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