p-Toluenesulfonic acid monohydrate → HCID 71240865, Verbindung

HRID 1842726

Reaktionsgleichung

O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[F:13][C:14]1[C:20]([N+:21]([O-:23])=[O:22])=[CH:19][C:17]([NH2:18])=[C:16]([O:24][CH3:25])[CH:15]=1.Cl[C:27]1[N:32]=[C:31]([C:33]2[C:41]3[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=3)[NH:35][CH:34]=2)[CH:30]=[CH:29][N:28]=1>CC(O)CCC>[F:13][C:14]1[C:20]([N+:21]([O-:23])=[O:22])=[CH:19][C:17]([NH:18][C:27]2[N:32]=[C:31]([C:33]3[C:41]4[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=4)[NH:35][CH:34]=3)[CH:30]=[CH:29][N:28]=2)=[C:16]([O:24][CH3:25])[CH:15]=1

Komponenten

Reaktionsbedingungen

Temperatur: 120 °C

Versuchsvorschrift

p-Toluenesulfonic acid hydrate (225 mg, 1.18 mmol) was added in one portion to a mixture of 4-fluoro-2-methoxy-5-nitroaniline (Intermediate 23, 200 mg, 1.07 mmol) and 3-(2-chloropyrimidin-4-yl)-1H-indole (247 mg, 1.07 mmol) in 2-pentanol (10 mL). The resulting mixture was then stirred at 120° C. for 18 h. The resulting precipitate was collected by filtration, washed with 2-pentanol (5 mL) and dried in vacuo to give a yellow solid. The solid was triturated with CH3CN to give a solid which was collected by filtration and dried in vacuo to give the title compound (224 mg, 55%) as a yellow solid; m/z: ES+ MH+ 380.21.

Aufarbeitung

filtrationThe resulting precipitate was collected by filtration
washwashed with 2-pentanol (5 mL)
customdried in vacuo
customto give a yellow solid
customThe solid was triturated with CH3CN
customto give a solid which
filtrationwas collected by filtration
customdried in vacuo

Quellen und Nachweise

ORD-Eintrag: ord-2987478365c24a04b600688a4d6d5583
Quelldatensatz: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08946235B2

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