Triphenylphosphine → HCID 57717615、化合物

HRID 1984402ノート

反応式

HRID 1984402 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 57717615HCID 57717615、化合物収率 1.5%

試薬・触媒・溶媒 1

HCID 167845palladium(II) acetate触媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8dd92363c1964436a9dc87ac20cb0d0b
出典データセット
uspto-grants-2009_06
特許番号
US07544697B2

反応ノート

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