Triphenylphosphine → HCID 57717615, 화합물

HRID 1984402노트

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HRID 1984402 반응식
C(OC([NH:8]C1C=CN=CC=1B(O)O)=O)(C)(C)C.[CH2:18]([N:22]1[C:34]([CH2:35][CH:36]([CH3:38])[CH3:37])=[C:33]2[C:24]([C:25]([NH2:39])=[N:26][C:27]3[CH:28]=[CH:29]C=[CH:31][C:32]=32)=[N:23]1)[CH2:19][CH2:20][CH3:21].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:18]([N:22]1[C:34]([CH2:35][CH:36]([CH3:38])[CH3:37])=[C:33]2[C:24]([C:25]([NH2:39])=[N:26][C:27]3[CH:28]=[CH:29][N:8]=[CH:31][C:32]=32)=[N:23]1)[CH2:19][CH2:20][CH3:21]

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 46739098{4-[(tert-Butoxycarbonyl)amino]pyridin-3-yl}boronic acidHCID 66958296HCID 66958296, 화합물

생성물 1

HCID 57717615HCID 57717615, 화합물수율 1.5%

시약·촉매·용매 1

HCID 167845palladium(II) acetate촉매

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온도
100 °C

실험 절차

2-Butyl-1-(2-methylpropyl)-2H-pyrazolo[3,4-c]-1,6-naphthyridin-4-amine was synthesized from 4-[(tert-butoxycarbonyl)amino]pyridin-3-ylboronic acid (2.48 g, 10.4 mmol) and 4-bromo-1-butyl-5-(2-methylpropyl)-1H-pyrazole-3-carbonitrile (prepared as described in Parts A-F of Example 4, 1.56 g, 5.49 mmol) according to the reaction conditions described in Examples 52-54. Additional palladium (II) acetate (50 mg) and triphenylphosphine (170 mg) were added after the reaction had been heated for 23 hours. After the addition, the flask was placed under vacuum and back-filled with nitrogen twice. The solution was heated at 100° C. for an additional 29 hours. The reaction was worked-up and purified as described in Example 54, but was not recrystallized from acetonitrile, to provide 25 mg of 2-butyl-1-(2-methylpropyl)-2H-pyrazolo[3,4-c]-1,6-naphthyridin-4-amine as an off-white solid.

후처리

  1. customaccording to the reaction conditions
  2. temperaturehad been heated for 23 hours
  3. additionAfter the addition
  4. additionback-filled with nitrogen twice
  5. custompurified
  6. customwas not recrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-8dd92363c1964436a9dc87ac20cb0d0b
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544697B2

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