Water → HCID 68109074, 화합물

HRID 1809711노트

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HRID 1809711 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:16]3[C:11](=[N:12][C:13](Cl)=[N:14][CH:15]=3)[N:10]([C:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:9]=2)[CH:5]=[CH:6][CH:7]=1.CCN(C(C)C)C(C)C.[C:46]([O:50][C:51](=[O:60])[NH:52][CH:53]1[CH2:58][CH2:57][CH:56]([NH2:59])[CH2:55][CH2:54]1)([CH3:49])([CH3:48])[CH3:47].O>CN(C=O)C>[C:46]([O:50][C:51](=[O:60])[NH:52][CH:53]1[CH2:54][CH2:55][CH:56]([NH:59][C:13]2[N:12]=[C:11]3[N:10]([C:18]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)([C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=4)[C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)[N:9]=[C:8]([C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=4)[C:16]3=[CH:15][N:14]=2)[CH2:57][CH2:58]1)([CH3:49])([CH3:47])[CH3:48]

참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 2756050Cis tert-Butyl 4-aminocyclohexylcarbamateHCID 866679653-(3-bromo-phenyl)-6-chloro-1-trityl-1H-pyrazolo[3,4-d]pyrimidine

생성물 1

HCID 68109074HCID 68109074, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

To a solution of 3-(3-bromo-phenyl)-6-chloro-1-trityl-1H-pyrazolo[3,4-d]pyrimidine (from Example 42 supra) (1.10 g, 2.0 mmol) in DMF (20 mL) was add DIPEA (0.39 g, 2.8 mmol) and (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (0.60 g, 2.8 mmol). This mixture was stirred at 120° C. for 12 hours. After cooling to room temperature, the reaction mixture was poured into water (100 mL) and the resulting precipitate was collected by filtration. The obtained yellow solid was purified by chromatography (silica gel, MeOH:dichloromethane, 1:100) to give a light solid which was washed with ether (4 mL) to give {4-[3-(3-bromo-phenyl)-1-trityl-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester as a white solid. (Yield 730 mg, 50.1%).

후처리

  1. temperatureAfter cooling to room temperature
  2. filtrationthe resulting precipitate was collected by filtration
  3. customThe obtained yellow solid was purified by chromatography (silica gel, MeOH:dichloromethane, 1:100)
  4. customto give a light solid which
  5. washwas washed with ether (4 mL)

출처 및 근거

ORD 기록
ord-5c3c630a88ac444186d488b5079ecd7d
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362023B2

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