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Trimethylaluminum → HCID 57964894, 화합물

HRID 1931777
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HRID 1931777 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3=[N:19][C:20](Cl)=[N:21][C:22]([O:23][C:24]4[CH:29]=[CH:28][C:27]([S:30]([CH3:33])(=[O:32])=[O:31])=[CH:26][CH:25]=4)=[C:17]3[CH:16]=[N:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:35][Al](C)C>O1CCCC1>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3=[N:19][C:20]([CH3:35])=[N:21][C:22]([O:23][C:24]4[CH:29]=[CH:28][C:27]([S:30]([CH3:33])(=[O:32])=[O:31])=[CH:26][CH:25]=4)=[C:17]3[CH:16]=[N:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 16682925TrimethylaluminumHCID 57964957HCID 57964957, 화합물

생성물 1

HCID 57964894HCID 57964894, 화합물수율 42.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 4-[6-chloro-4-(4-methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (Example 172; 230 mg, 0.45 mmol), trimethylaluminum (2 M in toluene; 0.5 mL, 1 mmol), and tetrakis(triphenyl-phosphine)palladium(0) (58 mg, 0.05 mmol) in tetrahydrofuran (5 mL) was heated at reflux for 2 h. The solvent was evaporated and the residue was purified by column chromatography to give 4-[4-(4-methanesulfonyl-phenoxy)-6-methyl-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (93 mg, 42%) as a white foam/solid.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. customThe solvent was evaporated
  4. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-3efb8b2f79b9460097569dd856ef3eeb
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08188098B2

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