2-Phenyl-4-carboxythiazole → N-(2-(6-(morpholinomethyl)thiazolo[5,4-b]pyridin-2-yl)phenyl)-2-phenylthiazole-4-carboxamide

HRID 453313Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 453313
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:9]=[C:10]3[N:16]=[C:15]([C:17]4[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=4[NH2:19])[S:14][C:11]3=[N:12][CH:13]=2)[CH2:3][CH2:2]1.[C:24]1([C:30]2[S:31][CH:32]=[C:33]([C:35](O)=[O:36])[N:34]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>O>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:9]=[C:10]3[N:16]=[C:15]([C:17]4[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=4[NH:19][C:35]([C:33]4[N:34]=[C:30]([C:24]5[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=5)[S:31][CH:32]=4)=[O:36])[S:14][C:11]3=[N:12][CH:13]=2)[CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 1389282-Phenyl-4-carboxythiazoleHCID 585518812-(6-(Morpholinomethyl)thiazolo[5,4-b]pyridin-2-yl)aniline

Produkt 1

HCID 46245045N-(2-(6-(morpholinomethyl)thiazolo[5,4-b]pyridin-2-yl)phenyl)-2-phenylthiazole-4-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

The title compound was prepared according to amide synthesis general method A, utilizing 2-(6-(morpholinomethyl)thiazolo[5,4-b]pyridin-2-yl)aniline and 2-phenylthiazole-4-carboxylic acid. The product was isolated by precipitation by the addition of water, triturated with hot methanol, dissolved in CH2Cl2, washed with dilute NaHCO3, concentrated and purified by silica gel chromatography (gradient 0 to 10% methanol in CH2Cl2). MS Calcd for C27H23N5O2S2: 513.13. Found (M+H)+ m/z=514.

Aufarbeitung

  1. customtriturated with hot methanol
  2. dissolutiondissolved in CH2Cl2
  3. washwashed with dilute NaHCO3
  4. concentrationconcentrated
  5. custompurified by silica gel chromatography (gradient 0 to 10% methanol in CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-d450184c5449403a879a71241b7be451
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492401B2

Notizen zur Reaktion

Wird geladen…