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Hydrochloric Acid → 2-[4-(1-aminocyclobutyl)phenyl]-N-cyclopropyl-9-fluoro-3-phenylpyrimido[1,2-b]indazol-4-amine

HRID 877055
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 877055
C(OC(=O)[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:31]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)=[C:30]([NH:38][CH:39]4[CH2:41][CH2:40]4)[N:21]4[N:22]=[C:23]5[C:28]([CH:27]=[C:26]([F:29])[CH:25]=[CH:24]5)=[C:20]4[N:19]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)(C)(C)C.Cl>O1CCOCC1>[NH2:7][C:8]1([C:12]2[CH:13]=[CH:14][C:15]([C:18]3[C:31]([C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=4)=[C:30]([NH:38][CH:39]4[CH2:40][CH2:41]4)[N:21]4[N:22]=[C:23]5[C:28]([CH:27]=[C:26]([F:29])[CH:25]=[CH:24]5)=[C:20]4[N:19]=3)=[CH:16][CH:17]=2)[CH2:9][CH2:10][CH2:11]1
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Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 86702531{1-[4-(9-Fluoro-4-cyclopropylamino-3-phenyl-pyrimido[1,2-b]indazol-2-yl)phenyl]cyclobutyl}carbamic acid tert-butyl ester

Produkt 1

HCID 573777662-[4-(1-aminocyclobutyl)phenyl]-N-cyclopropyl-9-fluoro-3-phenylpyrimido[1,2-b]indazol-4-amineAusbeute 7,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

720 mg (1.3 mmol) Crude {1-[4-(9-fluoro-4-cyclopropylamino-3-phenyl-pyrimido[1,2-b]indazol-2-yl)phenyl]cyclobutyl}carbamic acid tert-butyl ester, described in step 2, were dissolved in 36 mL dioxane. After dropwise addition of 36 mL of a 4 M hydrogen chloride in dioxane the reaction mixture was stirred for five hours at room temperature. The reaction mixture was evaporated to dryness. Saturated aqueous sodium bicarbonate solution was added and the reaction mixture was extracted three times with ethyl acetate. The combined organic extracts were washed with brine and dried. After evaporation of the solvent the residue was purified by HPLC to yield 44.3 mg of the desired compound which was 90% pure.

Aufarbeitung

  1. customThe reaction mixture was evaporated to dryness
  2. additionSaturated aqueous sodium bicarbonate solution was added
  3. extractionthe reaction mixture was extracted three times with ethyl acetate
  4. washThe combined organic extracts were washed with brine
  5. customdried
  6. customAfter evaporation of the solvent the residue
  7. customwas purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-6733fedc89584a859c69a313dc506941
Quelldatensatz
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08987286B2

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