Water → HCID 178461434, 화합물

HRID 1943912노트

반응식

HRID 1943912 반응식
[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

참가 물질

5

반응물 3

HCID 962WaterHCID 71317419Sodium nitromalonaldehyde hydrateHCID 178461432HCID 178461432, 화합물

생성물 1

HCID 178461434HCID 178461434, 화합물수율 65%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f6606afbf864457aa7e50b01d0497ee7
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394795B2

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