Water → HCID 178461434、化合物

HRID 1943912ノート

反応式

HRID 1943912 の反応式
[CH3:1][C@H:2]1[CH2:4][C@H:3]1[C:5]1[CH:9]=[C:8]([NH2:10])[NH:7][N:6]=1.O.[N+:12]([CH:15]([CH:18]=O)[CH:16]=O)([O-:14])=[O:13].[Na].O>CC(O)=O>[CH3:1][C@H:2]1[CH2:4][C@H:3]1[C:5]1[C:9]2[C:8](=[N:10][CH:16]=[C:15]([N+:12]([O-:14])=[O:13])[CH:18]=2)[NH:7][N:6]=1

参加物

5

反応物 3

HCID 962WaterHCID 71317419Sodium nitromalonaldehyde hydrateHCID 178461432HCID 178461432、化合物

生成物 1

HCID 178461434HCID 178461434、化合物収率 65%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

3-(cis-2-Methylcyclopropyl)-1H-pyrazol-5-amine (0.0742 g, 0.541 mmol) and sodium nitromalonaldehyde hydrate (0.0892 g, 0.568 mmol) were heated in AcOH at 90° C. overnight. Water was added, and the precipitate was collected by filtration. This solid was taken up in water as a slurry and heated to reflux for two days. The solution was cooled to room temperature, and the resulting crystals were collected by filtration. The mother liquor was extracted with DCM (3×), dried over Na2SO4 and concentrated to a solid, which was combined with the crystals to provide 3-(cis-2-methylcyclopropyl)-5-nitro-1H-pyrazolo[3,4-b]pyridine (42 mg, 65%) as a solid.

後処理

  1. filtrationthe precipitate was collected by filtration
  2. temperatureheated
  3. temperatureto reflux for two days
  4. filtrationthe resulting crystals were collected by filtration
  5. extractionThe mother liquor was extracted with DCM (3×)
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated to a solid, which

出典と根拠

ORDレコード
ord-f6606afbf864457aa7e50b01d0497ee7
出典データセット
uspto-grants-2013_03
特許番号
US08394795B2

反応ノート

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