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Ethyl 3-chloro-3-oxopropionate → HCID 67239641, 화합물

HRID 473416
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HRID 473416 반응식
[NH2:1][C:2]1[C:3]([C:8]([O:10][CH3:11])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.Cl[C:13](=[O:20])[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16]>ClC(Cl)C>[CH2:18]([O:17][C:15](=[O:16])[CH2:14][C:13]([NH:1][C:2]1[C:3]([C:8]([O:10][CH3:11])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1)=[O:20])[CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 118931Ethyl 3-chloro-3-oxopropionateHCID 9898880Methyl 3-aminopyridine-2-carboxylate

생성물 1

HCID 67239641HCID 67239641, 화합물

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

To a stirred solution of methyl 3-aminopicolinate (1.8 mL, 13.80 mmol) in dichloroethane (60 mL) was added ethyl 3-chloro-3-oxopropanoate (2.08 g, 13.80 mmol). The reaction was heated at reflux for 45 min. After this time the reaction was cooled to rt and partitioned between DCM (60 mL) and NaHCO3 (satd aq. solution, 30 mL). The separated aq. layer was extracted with DCM (40 mL) and the combined organic layer were washed with brine (20 mL), dried over MgSO4, filtered and concentrated in vacuo to give methyl 3-(3-ethoxy-3-oxopropanamido)picolinate: LC-MS (ESI) m/z 267.1 [M+H]+.

후처리

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 45 min
  3. custompartitioned between DCM (60 mL) and NaHCO3 (satd aq. solution, 30 mL)
  4. extractionThe separated aq. layer was extracted with DCM (40 mL)
  5. washthe combined organic layer were washed with brine (20 mL)
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c1e67d23e8ed47b2baa89056a8d4f5d2
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633313B2

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