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Methyl iodide → HCID 86708637、化合物

HRID 921756
ノート
印刷プレビュー

反応式

HRID 921756 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[C:7]2[C:13]#[N:14])([O-:3])=[O:2].[C:15]([O-])([O-])=O.[K+].[K+].CI>CC(N(C)C)=O>[CH3:15][N:9]1[C:10]2[C:6](=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=2)[C:7]([C:13]#[N:14])=[N:8]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 225672195-Nitro-1H-indazole-3-carbonitrile

生成物 1

HCID 86708637HCID 86708637、化合物収率 83.2%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

5-nitro-1H-indazole-3-carbonitrile (150 mg, 0.797 mmol) was taken up in DMA (4 mL) and K2CO3 (331 mg, 2.392 mmol) was added, followed by drop wise addition of MeI (0.060 mL, 0.957 mmol). The reaction was stirred at room temperature overnight. The reaction mixture was quenched with a saturated solution of NaHCO3 and Na2S2O3, and then diluted with EtOAc. The organic layer was washed with saturated NaHCO3, then brine, and dried over Na2SO4, filtered, and concentrated. The material was purified by flash column chromatography eluting with 0%-50% EtOAc/Hex. 1-methyl-5-nitro-1H-indazole-3-carbonitrile (134 mg) was obtained as a yellow solid.

後処理

  1. customThe reaction mixture was quenched with a saturated solution of NaHCO3 and Na2S2O3
  2. additiondiluted with EtOAc
  3. washThe organic layer was washed with saturated NaHCO3
  4. dry with materialbrine, and dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe material was purified by flash column chromatography
  8. washeluting with 0%-50% EtOAc/Hex

出典と根拠

ORDレコード
ord-56f97cf6a20646e68dfb562288829536
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09273057B2

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