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

HRID 1527300ノート

反応式

HRID 1527300 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-e9adfbd507fd4e1bba64e046ae86d72b
出典データセット
uspto-grants-2015_07
特許番号
US09085555B2

反応ノート

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