Sodium Nitrite → 5-cyclopropyl-1H-pyrazolo[3,4-c]pyridine

HRID 1527300노트

반응식

HRID 1527300 반응식
[CH:1]1([C:4]2[N:9]=[CH:8][C:7]([NH2:10])=[C:6]([CH3:11])[CH:5]=2)[CH2:3][CH2:2]1.[N:12]([O-])=O.[Na+]>CC(O)=O.O>[CH:1]1([C:4]2[CH:5]=[C:6]3[CH:11]=[N:12][NH:10][C:7]3=[CH:8][N:9]=2)[CH2:3][CH2:2]1

참가 물질

5

반응물 2

HCID 23668193Sodium NitriteHCID 682833106-Cyclopropyl-4-methylpyridin-3-amine

생성물 1

HCID 682844125-cyclopropyl-1H-pyrazolo[3,4-c]pyridine

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

A solution of 6-cyclopropyl-4-methylpyridin-3-amine (130 mg, 0.88 mmol) in AcOH (10 mL) was treated with a solution of sodium nitrite (61 mg, 0.88 mmol) in water (0.5 mL). The reaction mixture was stirred at RT for 15 min and then was allowed to stand at RT for 24 h. AcOH was evaporated under reduced pressure and the residual aqueous solution was partitioned between EtOAc and sat. aq. NaHCO3. The organic solution was washed with water and brine, then dried (Phase separator) and concentrated under. MS (LC-MS): 160 [M+H]+, tR (HPLC conditions c): 2.07 min.

후처리

  1. waitto stand at RT for 24 h
  2. customAcOH was evaporated under reduced pressure
  3. customthe residual aqueous solution was partitioned between EtOAc and sat. aq. NaHCO3
  4. washThe organic solution was washed with water and brine
  5. customdried (Phase separator)
  6. concentrationconcentrated under
  7. custom2.07 min.

출처 및 근거

ORD 기록
ord-e9adfbd507fd4e1bba64e046ae86d72b
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09085555B2

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