Tert-butyl 7-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-3-oxa-9-azabicyclo[3.3.1]nonane-9-carboxylate → 5-(3-oxa-9-azabicyclo[3.3.1]nonan-7-yl)-3-(6-phenylpyridin-3-yl)-8,9-dihydropyrazolo[1,5-a]pyrido[3,2-e]pyrimidin-6(7H)-one

HRID 2369004Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2369004
C[Si](C)(C)CCOC[N:7]([CH2:50]OCC[Si](C)(C)C)[C:8]1[N:13]2[N:14]=[CH:15][C:16]([C:17]3[CH:18]=[N:19][C:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[CH:21][CH:22]=3)=[C:12]2[N:11]=[C:10]([CH:29]2[CH2:36][CH:35]3[N:37](C(OC(C)(C)C)=O)[CH:31]([CH2:32][O:33][CH2:34]3)[CH2:30]2)[C:9]=1[C:45]([O:47]CC)=[CH2:46]>C(O)(C(F)(F)F)=O>[CH:31]12[NH:37][CH:35]([CH2:36][CH:29]([C:10]3[C:9]4[C:45](=[O:47])[CH2:46][CH2:50][NH:7][C:8]=4[N:13]4[N:14]=[CH:15][C:16]([C:17]5[CH:18]=[N:19][C:20]([C:23]6[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=6)=[CH:21][CH:22]=5)=[C:12]4[N:11]=3)[CH2:30]1)[CH2:34][O:33][CH2:32]2

Komponenten

3

Edukt 1

HCID 86686739Tert-butyl 7-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-3-oxa-9-azabicyclo[3.3.1]nonane-9-carboxylate

Produkt 1

HCID 1364047575-(3-oxa-9-azabicyclo[3.3.1]nonan-7-yl)-3-(6-phenylpyridin-3-yl)-8,9-dihydropyrazolo[1,5-a]pyrido[3,2-e]pyrimidin-6(7H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

tert-butyl 7-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-3-oxa-9-azabicyclo[3.3.1]nonane-9-carboxylate was treated with anhydrous TFA (10 mL) at rt and the mixture was stirred for 16 h. Then the solvent was evaporated off under reduced pressure and the material was lyophilized from acetonitrile:water (3:1) to give compound 5-(3-oxa-9-azabicyclo[3.3.1]nonan-7-yl)-3-(6-phenylpyridin-3-yl)-8,9-dihydropyrazolo[1,5-a]pyrido[3,2-e]pyrimidin-6(7H)-one as yellow solid (122 mg) which was used without further purification. HPLC-MS tR=1.16 min (UV254 nm). Mass calculated for formula C26H26N6O2 454.2; observed MH+ (LCMS) 455.2 (m/z).

Aufarbeitung

  1. customThen the solvent was evaporated off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-978f11d1f97d4c2fbdcdf9aae72822ae
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08703784B2

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