2-Mesitylenesulfonyl chloride → N-{4-(1,4-diazepan-1-yl)-2-[(phenylsulfonyl)amino]phenyl}-2,4,6-trimethylbenzenesulfonamide hydrochloride

HRID 230522

Reaktionsgleichung

Reaktionsgleichung von HRID 230522
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:14][CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)=[CH:4][C:3]=1[NH:22][S:23]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)(=[O:25])=[O:24].[C:32]1([CH3:44])[CH:37]=[C:36]([CH3:38])[CH:35]=[C:34]([CH3:39])[C:33]=1[S:40]([Cl:43])(=[O:42])=[O:41]>>[ClH:43].[N:8]1([C:5]2[CH:6]=[CH:7][C:2]([NH:1][S:40]([C:33]3[C:34]([CH3:39])=[CH:35][C:36]([CH3:38])=[CH:37][C:32]=3[CH3:44])(=[O:42])=[O:41])=[C:3]([NH:22][S:23]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)(=[O:25])=[O:24])[CH:4]=2)[CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1

Komponenten

3

Edukt 2

HCID 130462-Mesitylenesulfonyl chlorideHCID 22272501N-(2-amino-5-(4-t-butyloxycarbonyl-1,4-diazepan-1-yl)-phenyl}benzenesulfonamide

Produkt 1

HCID 10166651N-{4-(1,4-diazepan-1-yl)-2-[(phenylsulfonyl)amino]phenyl}-2,4,6-trimethylbenzenesulfonamide hydrochloride

Versuchsvorschrift

The compound was synthesized from of N-{2-amino-5-(4-t-butyloxycarbonyl-1,4-diazepan-1-yl)-phenyl}benzenesulfonamide and 2-mesitylenesulfonylchloride (59 mg, 0.27 mmol) to give 56 mg as purple solid. M+1 529.3 Calcd 529.70; 1HNMR δ 7.80-7.47 (m, 5H), 6.93 (s br, 2H), 6.64 (d, 1H), 6.46-6.39 (m, 2H), 3.60 (app t, 2H), 3.39 (app t, 2H), 3.21 (app t, 2H), 3.12 (app t, 2H), 2.36 (s, 6H), 2.26 (s, 3H), 2.08-2.00 (m, 2H).

Aufarbeitung

  1. customto give 56 mg as purple solid

Quellen und Nachweise

ORD-Eintrag
ord-d6fb8e2f7b8f4a9d8b56257ab031815f
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07566715B2

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