Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → (E)-Ethyl 3-(6-chloro-4-(methylamino)pyridin-3-yl)acrylate

HRID 710579노트

반응식

HRID 710579 반응식
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]=O)=[C:4]([NH:10][CH3:11])[CH:3]=1.[C:12]([CH:17]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:14][CH2:15][CH3:16])=[O:13]>C1COCC1>[Cl:1][C:2]1[N:7]=[CH:6][C:5](/[CH:8]=[CH:17]/[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:4]([NH:10][CH3:11])[CH:3]=1

참가 물질

4

반응물 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 234345716-Chloro-4-(methylamino)nicotinaldehyde

생성물 1

HCID 86686188(E)-Ethyl 3-(6-chloro-4-(methylamino)pyridin-3-yl)acrylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 6-chloro-4-(methylamino)pyridine-3-carboxaldehyde (3.41 g, 20 mmol) in THF (120 mL) was added (carbethoxymethylene)triphenylphosphorane (8.35 g, 24 mmol). The mixture was heated at reflux for 16 h, and was then cooled and concentrated. The residue was chromatographed on silica gel (12% ethyl acetate in hexanes eluant) to provide the title compound. MS (m/z) 241.0 (M+1).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 16 h
  3. temperaturewas then cooled
  4. concentrationconcentrated
  5. customThe residue was chromatographed on silica gel (12% ethyl acetate in hexanes eluant)

출처 및 근거

ORD 기록
ord-a484fae59d4b4f3397004f0e33a035de
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181238B2

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