2-hydroxyimino-3-(5-bromo-1H-indol-3-yl)-propionic acid ethyl ester → Ethyl 2-amino-3-(5-bromo-1H-indol-3-YL)propanoate

HRID 2104213노트

반응식

HRID 2104213 반응식
[CH2:1]([O:3][C:4](=[O:19])[C:5](=[N:17]O)[CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([Br:16])[CH:14]=2)[NH:9][CH:8]=1)[CH3:2]>C(O)(=O)C.[Zn]>[CH2:1]([O:3][C:4](=[O:19])[CH:5]([NH2:17])[CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([Br:16])[CH:14]=2)[NH:9][CH:8]=1)[CH3:2]

참가 물질

4

반응물 1

HCID 578059932-hydroxyimino-3-(5-bromo-1H-indol-3-yl)-propionic acid ethyl ester

생성물 1

HCID 14828752Ethyl 2-amino-3-(5-bromo-1H-indol-3-YL)propanoate수율 109.6%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

실험 절차

Zinc dust (3.30 g, 50.4 mmol) was added portionwise to a stirred solution of 2-hydroxyimino-3-(5-bromo-1H-indol-3-yl)-propionic acid ethyl ester (4.10 g, 12.61 mmol) in acetic acid (100 mL) over 30 min. After stirring overnight, the mixture was filtered through CELITE® and concentrated. The residue was dissolved in 1 N HCl and re-evaporated to give 4.30 g of the title compound as a crude material. LCMS m/z (ESI) [M−HCl+H]+ calcd for C1-3H15BrN2O2 (Br79) 312.2, found 312.2.

후처리

  1. filtrationthe mixture was filtered through CELITE®
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in 1 N HCl
  4. customre-evaporated

출처 및 근거

ORD 기록
ord-481e25c7d82b4ac7a6e2558da09fd870
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07576222B2

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