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Sodium Bicarbonate → HCID 56645935、化合物

HRID 510023
ノート
印刷プレビュー

反応式

HRID 510023 の反応式
[NH2:1][C:2]1[C:7]([NH:8][C:9](=[O:16])[O:10][C:11]([CH3:15])([CH3:14])[CH2:12]Cl)=[C:6]([NH2:17])[N:5]=[C:4]([C:18]2[C:26]3[C:21](=[N:22][CH:23]=[CH:24][CH:25]=3)[N:20]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[F:34])[N:19]=2)[N:3]=1.C(=O)([O-])O.[Na+]>O1CCCC1>[NH2:1][C:2]1[C:7]([N:8]2[CH2:12][C:11]([CH3:15])([CH3:14])[O:10][C:9]2=[O:16])=[C:6]([NH2:17])[N:5]=[C:4]([C:18]2[C:26]3[C:21](=[N:22][CH:23]=[CH:24][CH:25]=3)[N:20]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[F:34])[N:19]=2)[N:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 68023637HCID 68023637、化合物

生成物 1

HCID 56645935HCID 56645935、化合物収率 71%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

500 mg (1.033 mmol) of the compound prepared in example 7A were dissolved in tetrahydrofuran (10 ml), and 1.033 ml of a 1M solution of bis(trimethylsilyl)sodium amide solution in tetrahydrofuran were added at 0° C. After stirring at 0° C. for 5 min, the reaction was stopped by addition of saturated aqueous sodium hydrogencarbonate solution and extracted twice with ethyl acetate. The combined organic phases were dried with sodium sulfate and concentrated under reduced pressure. The residue was purified by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient). 329 mg of the title compound were obtained (71% of theory).

後処理

  1. extractionextracted twice with ethyl acetate
  2. dry with materialThe combined organic phases were dried with sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient)

出典と根拠

ORDレコード
ord-363becb410b34fd692f73a9c9dac69f1
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09096592B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート