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Isoamyl Nitrite → HCID 66614229、化合物

HRID 510128
ノート
印刷プレビュー

反応式

HRID 510128 の反応式
N[C:2]1[N:10]=[C:9]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[N:13]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])[N:12]=2)[N:8]=[C:7]2[C:3]=1[N:4]([CH:29]1[CH2:32][CH2:31][CH2:30]1)[C:5](=[O:28])[NH:6]2.N(OCCC(C)C)=O.C(=O)([O-])O.[Na+]>O1CCCC1.[Cu](Cl)Cl>[CH:29]1([N:4]2[C:3]3[C:7](=[N:8][C:9]([C:11]4[C:19]5[C:14](=[N:15][CH:16]=[CH:17][CH:18]=5)[N:13]([CH2:20][C:21]5[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=5[F:27])[N:12]=4)=[N:10][CH:2]=3)[NH:6][C:5]2=[O:28])[CH2:32][CH2:31][CH2:30]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8053Isoamyl NitriteHCID 516892Sodium BicarbonateHCID 66614413HCID 66614413、化合物

生成物 1

HCID 66614229HCID 66614229、化合物

試薬・触媒・溶媒 2

HCID 24014Cupric Chloride触媒HCID 8028Tetrahydrofuran溶媒

実験手順

50 mg (0.12 mmol) of the compound from example 121 were initially charged in tetrahydrofuran (5 ml), then 0.11 ml (0.81 mmol) of isoamyl nitrite and 3 mg (0.02 mmol) of copper(II) chloride were added, and the mixture was stirred at RT overnight. The reaction mixture was admixed with saturated aqueous sodium hydrogencarbonate solution and extracted twice with ethyl acetate. The collected organic phases were dried over sodium sulfate, filtered and concentrated. The residue was purified by means of preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid gradient). This gave 7 mg (13% of theory) of the title compound in solid form.

後処理

  1. extractionextracted twice with ethyl acetate
  2. dry with materialThe collected organic phases were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by means of preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid gradient)

出典と根拠

ORDレコード
ord-7457b7e8e342406a9c448a056209ddae
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実験手順後処理出典と根拠反応ノート