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Piperidine → N-(5-cyclopropyl-1H-pyrazol-3-yl)-2-(piperidin-1-yl)-5-((trimethylsilyl)ethynyl)pyrimidin-4-amine

HRID 1484914
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HRID 1484914 반응식
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:13]=[C:12]([CH:14]3[CH2:16][CH2:15]3)[NH:11][N:10]=2)[C:5]([C:17]#[C:18][Si:19]([CH3:22])([CH3:21])[CH3:20])=[CH:4][N:3]=1.[NH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>CC(O)C>[CH:14]1([C:12]2[NH:11][N:10]=[C:9]([NH:8][C:6]3[C:5]([C:17]#[C:18][Si:19]([CH3:22])([CH3:21])[CH3:20])=[CH:4][N:3]=[C:2]([N:23]4[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]4)[N:7]=3)[CH:13]=2)[CH2:16][CH2:15]1
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4

반응물 2

HCID 8082PiperidineHCID 581691392-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-((trimethylsilyl)ethynyl)pyrimidin-4-amine

생성물 1

HCID 66927380N-(5-cyclopropyl-1H-pyrazol-3-yl)-2-(piperidin-1-yl)-5-((trimethylsilyl)ethynyl)pyrimidin-4-amine수율 44.3%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

A mixture of 2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-((trimethylsilyl)ethynyl) pyrimidin-4-amine (200 mg, 0.6 mmol, 1.0 eq), piperidine (102.7 mg, 1.2 mmol, 2.0 eq) in iPrOH (4 ml) was stirred at room temperature for 2 h. Then the mixture was washed with water, extracted with EtOAc, dried (Na2SO4). EtOAc was removed by evaporation and the residue was recrystalized by PE to give compound N-(5-cyclopropyl-1H-pyrazol-3-yl)-2-(piperidin-1-yl)-5-((trimethylsilyl)ethynyl)pyrimidin-4-amine (101 mg, 44.3%).

후처리

  1. washThen the mixture was washed with water
  2. extractionextracted with EtOAc
  3. dry with materialdried (Na2SO4)
  4. customEtOAc was removed by evaporation
  5. customthe residue was recrystalized by PE

출처 및 근거

ORD 기록
ord-74dc2f54e3f74123848bcc524707ed83
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09422271B2

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