Thiolan-3-amine → 3-(4-Chloro-2-hydroxy-3-methanesulfonyl-phenylamino)-4-(tetrahydrothiophen-3-ylamino)-cyclobut-3-ene-1,2-dione

HRID 1927571Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1927571
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10](=O)[C:11](=[O:16])[C:12]=2[O:13]CC)=[C:4]([OH:18])[C:3]=1[S:19]([CH3:22])(=[O:21])=[O:20].[S:23]1[CH2:27][CH2:26][CH:25]([NH2:28])[CH2:24]1>CCO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:12](=[O:13])[C:11](=[O:16])[C:10]=2[NH:28][CH:25]2[CH2:26][CH2:27][S:23][CH2:24]2)=[C:4]([OH:18])[C:3]=1[S:19]([CH3:22])(=[O:20])=[O:21]

Komponenten

4

Edukt 2

HCID 522918Thiolan-3-amineHCID 866418023-(4-Chloro-2-hydroxy-3-methanesulfonyl-phenylamino)-4-ethoxy-cyclobut-3-ene-1,2-dione

Produkt 1

HCID 251129963-(4-Chloro-2-hydroxy-3-methanesulfonyl-phenylamino)-4-(tetrahydrothiophen-3-ylamino)-cyclobut-3-ene-1,2-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The title compound is prepared from 3-(4-chloro-2-hydroxy-3-methanesulfonyl-phenylamino)-4-ethoxy-cyclobut-3-ene-1,2-dione analogously to 6-chloro-2-hydroxy-N,N-dimethyl-3-{2-[(R)-1-((2R,5R)-5-methyl-tetrahydrofuran-2-yl)-propylamino]-3,4-dioxo-cyclobut-1-enylamino}-benzenesulfonamide (Example 3) by replacing (R)-1-((2R,5R)-5-methyl-tetrahydrofuran-2-yl)-propylamine p-toluenesulfonate salt with tetrahydrothiophen-3-ylamine. The reaction is carried out in EtOH. The title compound is obtained. MH+ 403.

Quellen und Nachweise

ORD-Eintrag
ord-f81461ffc2dc43ee85f7fd900d6c25cd
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08183281B2

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