Sodium Hydroxide → 1H-Pyrazolo[3,4-c]pyridine

HRID 503859ノート

反応式

HRID 503859 の反応式
[N:1]1(C(=O)C)[C:5]2=[CH:6][N:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[N:2]1.[OH-].[Na+]>O1CCCC1.CO.O>[NH:1]1[C:5]2=[CH:6][N:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[N:2]1

参加物

6

反応物 2

HCID 14798Sodium HydroxideHCID 450862091-Acetylpyrazolo[3,4-c]pyridine

生成物 1

HCID 64514411H-Pyrazolo[3,4-c]pyridine

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1-pyrazolo[3,4-c]pyridin-1-yl-ethanone (20.2 Mg, 0.17 Mmol, 1 equiv) in tetrahydrofuran (2 mL) and methanol (0.5 mL) was added sodium hydroxide aqueous solution (2 M, 0.25 mL). The reaction solution was stirred at room temperature for 1 hr and then concentrated in vacuo to provide a crude residue. The crude residue was diluted with water (20 mL) and extracted with dichloromethane (2×100 mL). The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo to provide 1H-pyrazolo[3,4-c]pyridine as white powder, which used without further purification: LCMS (ES) M+H 120.3, Rf 0.22 min (Agilent Zorbax SB-C18, 2.1×50 Mm, 5μ, 35° C., 1 mL/min flow rate, a 2.5 min gradient of 20% to 100% B with a 1.1 min wash at 100% B; A=0.1% formic acid/5% acetonitrile/94.9% water, B=0.1% formic acid/5% water/94.9% acetonitrile).

後処理

  1. concentrationconcentrated in vacuo
  2. customto provide a crude residue
  3. extractionextracted with dichloromethane (2×100 mL)
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6bd375aca9c040d7b87523a2c4299e45
出典データセット
uspto-grants-2010_08
特許番号
US07777035B2

反応ノート

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