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Potassium Carbonate → 6-(5-Nitropyridin-2-yl)-2-oxa-6-azaspiro[3.3]heptane

HRID 340486
ノート
印刷プレビュー

反応式

HRID 340486 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH2:7]1[C:10]2([CH2:13][NH:12][CH2:11]2)[CH2:9][O:8]1.CO.CN(C=O)C.Cl[C:22]1[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][N:23]=1>O>[N+:28]([C:25]1[CH:26]=[CH:27][C:22]([N:12]2[CH2:13][C:10]3([CH2:9][O:8][CH2:7]3)[CH2:11]2)=[N:23][CH:24]=1)([O-:30])=[O:29]
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

6

反応物 4

HCID 11430Potassium CarbonateHCID 783082-Chloro-5-nitropyridineHCID 21901440N,N-dimethylformamide methanolHCID 231118872-Oxa-6-azaspiro[3.3]heptane

生成物 1

HCID 686220756-(5-Nitropyridin-2-yl)-2-oxa-6-azaspiro[3.3]heptane収率 54.9%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

反応条件

温度
80 °C

実験手順

Potassium carbonate (78 mg) and 2-oxa-6-azaspiro[3.3]heptane (30 mg) were added to a methanol/DMF (1 ml/2 ml) solution containing 2-chloro-5-nitropyridine (30 mg), followed by stirring at 80° C. for 3 hours. The reaction solution was adjusted to room temperature, and water was added, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:1 to 1:4), and a white solid of 6-(5-nitropyridin-2-yl)-2-oxa-6-azaspiro[3.3]heptane (23 mg) was thus obtained.

後処理

  1. customwas adjusted to room temperature
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe resultant was washed with saturated saline
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled away under reduced pressure
  6. customthe obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:1 to 1:4)

出典と根拠

ORDレコード
ord-8e1d96e161e34dd9939da2f02031ad46
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08895585B2

反応ノート

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