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Sodium ethoxide → HCID 58138254, 화합물

HRID 1967563
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HRID 1967563 반응식
[CH2:1]1[CH:3]([C:4]([NH2:6])=[NH:5])[CH2:2]1.Cl.[CH2:8]([O:10][C:11](=[O:19])[C:12](=O)/[CH:13]=[CH:14]/OCC)[CH3:9].[O-]CC.[Na+]>C(O)C>[CH2:8]([O:10][C:11]([C:12]1[CH:13]=[CH:14][N:6]=[C:4]([CH:3]2[CH2:2][CH2:1]2)[N:5]=1)=[O:19])[CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 2723922Sodium ethoxideHCID 2781916Cyclopropanecarboximidamide hydrochlorideHCID 6421788(E)-4-Ethoxy-2-oxo-but-3-enoic acid ethyl ester

생성물 1

HCID 58138254HCID 58138254, 화합물수율 46%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Reference: Riley, T. A.; Hennen, W. J.; Dalley, N. K.; Wilson, B. E.; J. Heterocyclic Chem., 1987, 24, 955-964. Heat a mixture of cyclopropylcarbamidine hydrochloride (2.05 g, 17 mmol), (E)-4-ethoxy-2-oxo-but-3-enoic acid ethyl ester (4.39 g, 25.5 mmol), ethanol (12 mL), and sodium ethoxide (1.16 g, 17 mmol) in a microwave at 140° C. for 20 min. Concentrate the reaction mixture under reduced pressure and partition the residue between ethyl acetate and brine. Separate the organic layer and concentrate under reduced pressure. Purify the residue by silica gel chromatography (10-30% ethyl acetate/hexane) to give 2-cyclopropyl-pyrimidine-4-carboxylic acid ethyl ester (1.5 g, 46%) as light yellow oil. MS (m/z): 193.0 (M+H)+.

후처리

  1. temperatureHeat
  2. concentrationConcentrate the reaction mixture under reduced pressure
  3. custompartition the residue between ethyl acetate and brine
  4. customSeparate the organic layer
  5. concentrationconcentrate under reduced pressure
  6. customPurify the residue by silica gel chromatography (10-30% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-9bb22e86d5c143c8babe6e5c28e3f728
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08420654B2

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