Acetic Anhydride → ethyl 2-(5-acetamido-3-phenyl-1H-pyrazol-1-yl)acetate

HRID 588619노트

반응식

HRID 588619 반응식
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH2:8][C:9]1[N:13]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:12]=[C:11]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:10]=1>N1C=CC=CC=1>[C:1]([NH:8][C:9]1[N:13]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:12]=[C:11]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:10]=1)(=[O:3])[CH3:2]

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 820314ethyl 2-(5-amino-3-phenyl-1H-pyrazol-1-yl)acetate

생성물 1

HCID 86717316ethyl 2-(5-acetamido-3-phenyl-1H-pyrazol-1-yl)acetate수율 94.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

Acetic anhydride (12.7 mL, 134.8 mmol) was added dropwise to a solution of ethyl 2-(5-amino-3-phenyl-pyrazol-1-yl)acetate (31.5 g, 128.4 mmol) in pyridine (200 mL) at 0° C. under an atmosphere of nitrogen. Upon complete addition, the reaction mixture was warmed to room temperature and stirred for 16 h. The reaction mixture was concentrated in vacuo. The residue was diluted in CH2Cl2 (250 mL). The organic phase was washed with water and brine, dried (MgSO4), filtered and concentrated in vacuo. The residue was triturated from diethyl ether, filtered and dried to provide the title compound as a white solid (34.81 g).

후처리

  1. additionUpon complete addition
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additionThe residue was diluted in CH2Cl2 (250 mL)
  4. washThe organic phase was washed with water and brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was triturated from diethyl ether
  9. filtrationfiltered
  10. customdried

출처 및 근거

ORD 기록
ord-c3844116f61d43339374b4532ab079d4
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227976B2

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