Potassium Carbonate → HCID 178509205, Verbindung

HRID 1054407Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1054407
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]3[N:36]=[C:19]4[CH:20]=[CH:21][CH:22]=[C:23]([C:24]5[CH:25]=[N:26][N:27]([CH2:29][CH2:30]OS(C)(=O)=O)[CH:28]=5)[N:18]4[N:17]=3)=[CH:11][CH:10]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[NH2:43][C:44]1[N:48]=[C:47]([SH:49])[NH:46][N:45]=1>CN(C)C=O>[NH2:43][C:44]1[NH:48][C:47]([S:49][CH2:30][CH2:29][N:27]2[CH:28]=[C:24]([C:23]3[N:18]4[N:17]=[C:16]([NH:15][C:12]5[CH:11]=[CH:10][C:9]([O:8][CH2:7][CH2:6][N:1]6[CH2:5][CH2:4][CH2:3][CH2:2]6)=[CH:14][CH:13]=5)[N:36]=[C:19]4[CH:20]=[CH:21][CH:22]=3)[CH:25]=[N:26]2)=[N:46][N:45]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 59589683Methanesulfonic acid 2-(4-{2-[4-(2-pyrrolidin-1-yl-ethoxy)-phenylamino]-[1,2,4]triazolo[1,5-a]pyridin-5-yl}-pyrazol-1-yl)-ethyl esterHCID 1785092965-amino-1H-1,2,4-triazole-3-thiol

Produkt 1

HCID 178509205HCID 178509205, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of methanesulfonic acid 2-(4-{2-[4-(2-pyrrolidin-1-yl-ethoxy)-phenylamino]-[1,2,4]triazolo[1,5-a]pyridin-5-yl}-pyrazol-1-yl)-ethyl ester (0.40 g, 0.78 mmol) in dimethylformamide (1 ml) was added potassium carbonate (150 mg) followed by 3-amino-5-mercapto-1,2,4-triazole (19 mg, 0.156 mmol). The mixture was stirred for 18 hours at room temperature, then filtered and concentrated in vacuo. The title compound was purified by preparatory HPLC to yield the desired product. LCMS method: 2, RT: 2.15 min, MI: 532 [M+1]; 1H NMR (300 MHz, DMSO) 9.35 (s, 1H), 8.81 (s, 1H), 8.45 (s, 1H), 8.22 (s, 2H), 7.58 (d, 2H), 7.55 (d, 1H), 7.40 (dd, 2H), 6.85 (d, 2H), 6.13 (s, 1H), 4.51 (t, 2H), 3.98 (t, 2H), 3.48 (t, 2H), 2.75 (t, 2H), 2.49 (s, 4H), 1.65 (s, 4H).

Aufarbeitung

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customThe title compound was purified by preparatory HPLC

Quellen und Nachweise

ORD-Eintrag
ord-b6093f1428dd4a4f969f0237e55cb352
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09394301B2

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