Diethyl Ether → N-(4-(4-(3-methyl-1H-pyrazol-5-ylamino)quinazolin-2-ylthio)phenyl)acetamide

HRID 7606

Reaktionsgleichung

Reaktionsgleichung von HRID 7606
Cl[C:2]1[N:11]=[C:10]([NH:12][C:13]2[NH:14][N:15]=[C:16]([CH3:18])[CH:17]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[C:19]([NH:22][C:23]1[CH:28]=[CH:27][C:26]([SH:29])=[CH:25][CH:24]=1)(=[O:21])[CH3:20].C(OCC)C.C([O-])([O-])=O.[K+].[K+]>C(O)(C)(C)C>[C:19]([NH:22][C:23]1[CH:28]=[CH:27][C:26]([S:29][C:2]2[N:11]=[C:10]([NH:12][C:13]3[NH:14][N:15]=[C:16]([CH3:18])[CH:17]=3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)=[CH:25][CH:24]=1)(=[O:21])[CH3:20]

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 707774'-MercaptoacetanilideHCID 219391632-Chloro-n-(5-methyl-1h-pyrazol-3-yl)quinazolin-4-amine

Produkt 1

HCID 178419068N-(4-(4-(3-methyl-1H-pyrazol-5-ylamino)quinazolin-2-ylthio)phenyl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

A solution of (2-chloroquinazolin-4-yl)-(5-methyl-2H-pyrazol-3-yl)-amine (200 mg, 0.77 mmol) and 4-acetamidothiophenol (644 mg, 3.85 mmol) is refluxed in tert-butanol (3 mL) over a 20 hour period. Diethylether (10 mL) is added to the mixture and a solid forms that is collected by filtration. This solid is suspended in EtOH/H2O 1 mL/3 mL), then K2CO3 (110 mg, 0.8 mmol) is added and the suspension is stirred for 2 h at room temperature. A solid forms and is collected and dried under vacuum to give the product [2-(4-acetamidophenylsulfanyl)-quinazolin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine.

Aufarbeitung

  1. filtrationa solid forms that is collected by filtration
  2. additionis added
  3. customA solid forms and is collected
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-6aa0dda9a02f442b9c2c4c5c4181c787
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087603B2

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