Hydrogen chloride-ethyl acetate → Ethyl 2-chloro-5-(2-fluorophenyl)-1H-pyrrole-3-carboxylate

HRID 554209노트

반응식

HRID 554209 반응식
[C:1]([CH:3]([CH2:9][C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[F:18])=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].C(OCC)(=O)C.[ClH:25]>>[Cl:25][C:1]1[NH:2][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]

참가 물질

3

반응물 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 66924657Ethyl 2-cyano-4-(2-fluorophenyl)-4-oxobutanoate

생성물 1

HCID 66924835Ethyl 2-chloro-5-(2-fluorophenyl)-1H-pyrrole-3-carboxylate수율 53%

실험 절차

A mixture of ethyl 2-cyano-4-(2-fluorophenyl)-4-oxobutanoate (19.3 g) and 4 mol/L hydrogen chloride-ethyl acetate solution (100 mL) was stirred at room temperature for 18 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=10:1→3:1) to give the title compound as a brown solid (yield 8.76 g, 53%).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=10:1→3:1)

출처 및 근거

ORD 기록
ord-e0d6c2a5292647a0aab95f58bacd676c
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08048909B2

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