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5-[2-(4-{1-[(Tert-butoxycarbonyl)amino]cyclobutyl}phenyl)-3-phenylpyrimido[1,2-b]indazol-8-yl]pyrazole-1-carboxylic acid tert-butyl ester → 1-{4-[3-Phenyl-8-(1H-pyrazol-5-yl)pyrimido[1,2-b]indazol-2-yl]phenyl}-cyclobutylamine

HRID 877073
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인쇄 미리보기

반응식

HRID 877073 반응식
C(OC([N:8]1[C:12]([C:13]2[CH:14]=[CH:15][C:16]3[C:20]([CH:21]=2)=[N:19][N:18]2[CH:22]=[C:23]([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=4)[C:24]([C:26]4[CH:31]=[CH:30][C:29]([C:32]5([NH:36]C(OC(C)(C)C)=O)[CH2:35][CH2:34][CH2:33]5)=[CH:28][CH:27]=4)=[N:25][C:17]=32)=[CH:11][CH:10]=[N:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[C:44]1([C:23]2[C:24]([C:26]3[CH:27]=[CH:28][C:29]([C:32]4([NH2:36])[CH2:35][CH2:34][CH2:33]4)=[CH:30][CH:31]=3)=[N:25][C:17]3[N:18]([CH:22]=2)[N:19]=[C:20]2[C:16]=3[CH:15]=[CH:14][C:13]([C:12]3[NH:8][N:9]=[CH:10][CH:11]=3)=[CH:21]2)[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 679912345-[2-(4-{1-[(Tert-butoxycarbonyl)amino]cyclobutyl}phenyl)-3-phenylpyrimido[1,2-b]indazol-8-yl]pyrazole-1-carboxylic acid tert-butyl ester

생성물 1

HCID 573787511-{4-[3-Phenyl-8-(1H-pyrazol-5-yl)pyrimido[1,2-b]indazol-2-yl]phenyl}-cyclobutylamine수율 22.8%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 312751,4-Dioxane용매

실험 절차

206.7 mg Crude 5-[2-(4-{1-[(tert-butoxycarbonyl)amino]cyclobutyl}phenyl)-3-phenylpyrimido[1,2-b]indazol-8-yl]pyrazole-1-carboxylic acid tert-butyl ester, intermediate example Int-3-0, were dissolved in 15 mL 4 M hydrogen chloride in dioxane. The reaction mixture was stirred over night at room temperature. After evaporation of the solvent the residue was dissolved in methanol and given on a PoraPak Rxn CX column. The column was washed with 100 mL methanol, and the product was eluted with methanol/ammonia. The solvent was removed, and the residue was purified by HPLC yielding 32.8 mg of the title compound.

후처리

  1. customAfter evaporation of the solvent the residue
  2. dissolutionwas dissolved in methanol
  3. washThe column was washed with 100 mL methanol
  4. washthe product was eluted with methanol/ammonia
  5. customThe solvent was removed
  6. customthe residue was purified by HPLC

출처 및 근거

ORD 기록
ord-ac451422c6d545488c50f47bc64f19a8
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08987286B2

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