Triethylamine → {6-[2-(Tert-butyldimethylsilanyloxy)ethyl]-5-chloropyrazolo[1,5-a]pyrimidin-7-yl}[4-(2-methoxyethoxy)phenyl]amine

HRID 1452618

Reaktionsgleichung

Reaktionsgleichung von HRID 1452618
[Si:1]([O:8][CH2:9][CH2:10][C:11]1[C:12]([Cl:21])=[N:13][C:14]2[N:15]([N:18]=[CH:19][CH:20]=2)[C:16]=1Cl)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:29][O:30][CH2:31][CH2:32][O:33][C:34]1[CH:39]=[CH:38][C:37]([NH2:40])=[CH:36][CH:35]=1>C(O)(C)C>[Si:1]([O:8][CH2:9][CH2:10][C:11]1[C:12]([Cl:21])=[N:13][C:14]2[N:15]([N:18]=[CH:19][CH:20]=2)[C:16]=1[NH:40][C:37]1[CH:36]=[CH:35][C:34]([O:33][CH2:32][CH2:31][O:30][CH3:29])=[CH:39][CH:38]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 38798854-(2-Methoxyethoxy)anilineHCID 575268026-[2-(Tert-butyldimethylsilanyloxy)ethyl]-5,7-dichloropyrazolo[1,5-a]pyrimidine

Produkt 1

HCID 57526832{6-[2-(Tert-butyldimethylsilanyloxy)ethyl]-5-chloropyrazolo[1,5-a]pyrimidin-7-yl}[4-(2-methoxyethoxy)phenyl]amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

To an isopropanol (3.0 mL) solution containing 6-[2-(tert-butyldimethylsilanyloxy)ethyl]-5,7-dichloropyrazolo[1,5-a]pyrimidine (512 mg, 1.49 mmol), triethylamine (836 μL, 5.96 mmol) and 4-(2-methoxyethoxy)phenylamine (299 mg, 1.79 mmol) were added, and this mixture was heated at 85° C. with stirring. After the reaction, the solvent was concentrated, sodium hydrogen carbonate was added here, and the mixture was extracted with ethyl acetate. The combined ethyl acetate layer was dried over sodium sulfate. After the sodium sulfate was filtered off, the solvent was distilled off to obtain the title compound.

Aufarbeitung

  1. additionwere added
  2. customAfter the reaction
  3. concentrationthe solvent was concentrated
  4. additionsodium hydrogen carbonate was added here
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialThe combined ethyl acetate layer was dried over sodium sulfate
  7. filtrationAfter the sodium sulfate was filtered off
  8. distillationthe solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-169e0f03092c424d989e41aede5430e9
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07473694B2

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