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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
ノート
印刷プレビュー

反応式

HRID 877073 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ac451422c6d545488c50f47bc64f19a8
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08987286B2

反応ノート

読み込み中…

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