Water → N-[4-(4-chloro-7-isopropylpyrrolo[2,3-d]pyrimidin-5-yl)phenyl]benzenesulphonamide

HRID 611533Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 611533
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[C:26]3[C:25]([Cl:27])=[N:24][CH:23]=[N:22][C:21]=3[N:20]([CH:28]([CH3:30])[CH3:29])[CH:19]=2)=[CH:14][CH:13]=1.C(N(CC)CC)C.O>ClCCl>[Cl:27][C:25]1[C:26]2[C:18]([C:15]3[CH:14]=[CH:13][C:12]([NH:11][S:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)(=[O:9])=[O:8])=[CH:17][CH:16]=3)=[CH:19][N:20]([CH:28]([CH3:30])[CH3:29])[C:21]=2[N:22]=[CH:23][N:24]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 195974875-(4-Aminophenyl)-4-chloro-7-isopropylpyrrolo[2,3-d]pyrimidine

Produkt 1

HCID 19597404N-[4-(4-chloro-7-isopropylpyrrolo[2,3-d]pyrimidin-5-yl)phenyl]benzenesulphonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Benzenesulphonyl chloride (0.27 g) in dichloromethane (5 ml) was added dropwise with stirring to a solution of 5-(4-aminophenyl)-4-chloro-7-isopropylpyrrolo[2,3-d]pyrimidine (0.40 g) and triethylamine (155 mg) in dichloromethane (15 ml) at 0° C. under nitrogen. The mixture was stirred at 0° C. for one hour and then warmed to ambient temperature and stirred at this temperature for 18 hours. Water (20 ml) was added and the mixture was extracted with dichloromethane. The combined organic layers were washed with sodium bicarbonate, dried, filtered and evaporated to give N-[4-(4-chloro-7-isopropylpyrrolo[2,3-d]pyrimidin-5-yl)phenyl]benzenesulphonamide

Aufarbeitung

  1. temperaturewarmed to ambient temperature
  2. stirringstirred at this temperature for 18 hours
  3. extractionthe mixture was extracted with dichloromethane
  4. washThe combined organic layers were washed with sodium bicarbonate
  5. customdried
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-ec17fdec137f4630aa6d22648b38799b
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US06001839

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