Acetic Anhydride → N-[4-Methyl-5-(2-morpholin-4-yl-pyridin-4-yl)-thiazol-2-yl]-acetamide

HRID 1951179

Reaktionsgleichung

Reaktionsgleichung von HRID 1951179
Br.[CH3:2][C:3]1[N:4]=[C:5]([NH2:20])[S:6][C:7]=1[C:8]1[CH:13]=[CH:12][N:11]=[C:10]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[CH:9]=1.C(N(C(C)C)C(C)C)C.[C:30](OC(=O)C)(=[O:32])[CH3:31]>>[CH3:2][C:3]1[N:4]=[C:5]([NH:20][C:30](=[O:32])[CH3:31])[S:6][C:7]=1[C:8]1[CH:13]=[CH:12][N:11]=[C:10]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[CH:9]=1

Komponenten

4

Edukt 3

HCID 7918Acetic AnhydrideHCID 81531DiisopropylethylamineHCID 866103284-Methyl-5-(2-morpholin-4-yl-pyridin-4-yl)-thiazol-2-ylamine hydrobromide

Produkt 1

HCID 11771525N-[4-Methyl-5-(2-morpholin-4-yl-pyridin-4-yl)-thiazol-2-yl]-acetamide

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

A stirred suspension of 4-methyl-5-(2-morpholin-4-yl-pyridin-4-yl)-thiazol-2-ylamine hydrobromide (13b) (0.035 g, 0.098 mmol) and ethyldiisopropylamine (0.034 ml, 0.196 mmol) in acetic anhydride (2 ml) is heated to 75° C. for 2 hours. The reaction mixture is cooled to room temperature and the solvent is removed in vacuo. Ethyl acetate is added and a white solid by-product is filtered off. The filtrate is concentrated in vacuo to afford the titled compound as a white solid.

Aufarbeitung

  1. temperatureThe reaction mixture is cooled to room temperature
  2. customthe solvent is removed in vacuo
  3. additionEthyl acetate is added
  4. filtrationa white solid by-product is filtered off
  5. concentrationThe filtrate is concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e2377c1f56ef46a4bc0e5b15623959e7
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08404684B2

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