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 2369004노트

반응식

HRID 2369004 반응식
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

참가 물질

3

반응물 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

생성물 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

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

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).

후처리

  1. customThen the solvent was evaporated off under reduced pressure

출처 및 근거

ORD 기록
ord-978f11d1f97d4c2fbdcdf9aae72822ae
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08703784B2

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