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

HRID 930566노트

반응식

HRID 930566 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-616c86efbc5744769072184be5684e59
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296740B2

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