Sodium Hydroxide → Trifluoroacetic acid

HRID 1987947Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1987947
C1(S(O)(=O)=[O:8])C=CC=CC=1.[C:11]([NH:14][NH2:15])(=O)[CH3:12].[F:16][C:17]([F:45])([F:44])[C:18]([N:20]1[CH:25]2[CH2:26][CH2:27][CH:21]1[CH2:22][C:23](=[C:28]1[C:41]3[CH:40]=[CH:39][C:38]([C:42]#[N:43])=[CH:37][C:36]=3[O:35][C:34]3[C:29]1=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:24]2)=[O:19].[OH-].[Na+]>CO>[CH3:12][C:11]1[NH:43][C:42]([C:38]2[CH:39]=[CH:40][C:41]3[C:28](=[C:23]4[CH2:22][CH:21]5[NH:20][CH:25]([CH2:26][CH2:27]5)[CH2:24]4)[C:29]4[C:34]([O:35][C:36]=3[CH:37]=2)=[CH:33][CH:32]=[CH:31][CH:30]=4)=[N:15][N:14]=1.[C:18]([OH:8])([C:17]([F:45])([F:44])[F:16])=[O:19]

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 577253399-[8-(2,2,2-Trifluoro-acetyl)-8-aza-bicyclo[3.2.1]oct-3-ylidene]-9H-xanthene-3-carbonitrileHCID 86636508Acetic hydrazide benzenesulfonic acid

Produkt 2

HCID 6422Trifluoroacetic acidHCID 178433930HCID 178433930, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of compounds 11a (0.029 g, 0.125 mmol) and 5e (0.051g, 0.124 mmol) was exposed to microwave irradition (300 W) at 200° C. for 10 min. After cooling, MeOH (1 mL) and 1N NaOH (1 mL) were added to the reaction mixture and the mixture was stirred at rt for 30 min. The crude product was purified by reverse phase HPLC to yield compound 35 as a TFA salt. MS m/z (MH+) 371.0; 1H NMR (CH3OH-d4) δ 1.40 (d, 2H), 1.85 (m, 2H), 1.41 (s, 3H), 3.02 (m, 4H), 3.91 (m, 2H), 7.19 (m, 4H), 7.33 (d, 2H), 7.84 (d, 1H), 7.85 (s, 1H).

Aufarbeitung

  1. temperatureAfter cooling
  2. customThe crude product was purified by reverse phase HPLC

Quellen und Nachweise

ORD-Eintrag
ord-5844e01bb1154569be53d9dc0c6ea90d
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07553850B2

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