Sodium hydride → 4-Bromo-1-methyl-1H-pyrazolo(3,4-c)pyridine
반응식
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6](Br)[C:7]=1/[CH:8]=[N:9]/[NH:10][CH3:11].[H-].[Na+]>C1COCC1>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]2[N:10]([CH3:11])[N:9]=[CH:8][C:7]=12참가 물질
4
실험 절차
In analogy to GP 2, 5.34 g of N-[1-(3,5-Dibromo-pyridin-4-yl)-meth-(E)-ylidene]-N′-methyl-hydrazine (Intermediate 1.1, 18.23 mmol, 1 eq) were dissolved in 163 mL dry THF, treated at rt with 994 mg 50-60% sodium hydride (22.78 mmol, 1.2 eq) and subsequently refluxed for 90 min. The reaction mixture was quenched with water, extracted with ethyl acetate, the combined organic layers dried and concentrated in vacuo. The precipitate was filtered and subsequently triturated with diisopropylether to yield 1.71 g of the desired product. Flash column chromatography of the mother liquor provided a second batch of the analytically pure product.
후처리
- temperaturesubsequently refluxed for 90 min
- customThe reaction mixture was quenched with water
- extractionextracted with ethyl acetate
- customthe combined organic layers dried
- concentrationconcentrated in vacuo
- filtrationThe precipitate was filtered
- customsubsequently triturated with diisopropylether
출처 및 근거
- ORD 기록
- ord-79367e01fe9a40ce8215f32a3aacd70a
- 출처 데이터셋
- uspto-grants-2013_07
- 특허 번호
- US08481539B2
반응 노트
불러오는 중…