Water → N-(5-(pyrazin-2-yl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)acetamide

HRID 39362

Reaktionsgleichung

Reaktionsgleichung von HRID 39362
[N:1]1[C:9]2[CH2:8][CH2:7][NH:6][CH2:5][C:4]=2[S:3][C:2]=1[NH:10][C:11](=[O:13])[CH3:12].Cl[C:15]1[CH:20]=[N:19][CH:18]=[CH:17][N:16]=1.O>CN1C(=O)CCC1>[N:16]1[CH:17]=[CH:18][N:19]=[CH:20][C:15]=1[N:6]1[CH2:7][CH2:8][C:9]2[N:1]=[C:2]([NH:10][C:11](=[O:13])[CH3:12])[S:3][C:4]=2[CH2:5]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 73277ChloropyrazineHCID 28274565N-(4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)acetamide

Produkt 1

HCID 46873663N-(5-(pyrazin-2-yl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)acetamideAusbeute 9,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
250 °C

Versuchsvorschrift

As shown in step 10-iv of Scheme 10, to a solution of 50 mg of Compound 1035 in 3 mL of NMP was added 100 mg of 2-chloro pyrazine. The reaction mixture was warmed to 250° C. for 10 minutes under microwave irradiation. The reaction was poured into water (10 mL) and the crude product collected by filtration. The crude solid was purified by silica gel chromatography (CH2Cl2 to EtOH) to provide N-(5-(pyrazin-2-yl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)acetamide (Compound 1, 6.8 mg): ESMS (M+H) 276.16.

Aufarbeitung

  1. filtrationthe crude product collected by filtration
  2. customThe crude solid was purified by silica gel chromatography (CH2Cl2 to EtOH)

Quellen und Nachweise

ORD-Eintrag
ord-33e117da437743818d6eadef14513599
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524906B2

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