Chlorosuccinimide → Ethyl (3-chloro-2H-pyrazolo[3,4-b]pyridin-2-yl)acetate

HRID 390543ノート

反応式

HRID 390543 の反応式
[CH2:1]([O:3][C:4](=[O:15])[CH2:5][N:6]1[CH:14]=[C:13]2[C:8]([N:9]=[CH:10][CH:11]=[CH:12]2)=[N:7]1)[CH3:2].C1C(=O)N([Cl:23])C(=O)C1>ClCCl>[CH2:1]([O:3][C:4](=[O:15])[CH2:5][N:6]1[C:14]([Cl:23])=[C:13]2[C:8]([N:9]=[CH:10][CH:11]=[CH:12]2)=[N:7]1)[CH3:2]

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 57642783Ethyl (2H-pyrazolo[3,4-b]pyridin-2-yl)acetate

生成物 1

HCID 57642771Ethyl (3-chloro-2H-pyrazolo[3,4-b]pyridin-2-yl)acetate収率 97.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of pyrazolo[3,4-b]pyridin-2-yl-acetic acid ethyl ester 57 (40.2 mg, 0.2 mmol, 1 equiv) in 1 mL of dichloromethane was added NCS (32.7 mg, 1.2 mmol, 1.2 equiv). The resultant mixture was heated at 70° C. for 30 min., cooled to room temperature, and diluted with 100 mL of dichloromethane. The organic solution was washed with 50 mL of saturated sodium bicarbonate aqueous solution, and 50 mL of brine. The organic layer was separated and dried over sodium sulfate. Evaporation of solvent in vacuo gave 46.7 mg of (3-chloro-pyrazolo[3,4-b]pyridin-2-yl)-acetic acid ethyl ester as yellow solid.

後処理

  1. washThe organic solution was washed with 50 mL of saturated sodium bicarbonate aqueous solution, and 50 mL of brine
  2. customThe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. customEvaporation of solvent in vacuo

出典と根拠

ORDレコード
ord-4276a2da932f45aeafb8ac13634f73ca
出典データセット
uspto-grants-2013_02
特許番号
US08383630B2

反応ノート

読み込み中…