Hydrogen chloride-ethyl acetate → ethyl 2-chloro-5-(2,6-difluorophenyl)-1H-pyrrole-3-carboxylate

HRID 1012448노트

반응식

HRID 1012448 반응식
[C:1]([CH:3]([CH2:9][C:10]([C:12]1[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=1[F:19])=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].C(OCC)(=O)C.[ClH:26]>C(OCC)(=O)C>[Cl:26][C:1]1[NH:2][C:10]([C:12]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=2[F:19])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]

참가 물질

4

반응물 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 66974573Ethyl 2-cyano-4-(2,6-difluorophenyl)-4-oxobutanoate

생성물 1

HCID 66974607ethyl 2-chloro-5-(2,6-difluorophenyl)-1H-pyrrole-3-carboxylate수율 68%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A solution (14 mL) of ethyl 2-cyano-4-(2,6-difluorophenyl)-4-oxobutanoate (13.83 g) in ethyl acetate was added dropwise to 4 mol/L hydrogen chloride-ethyl acetate solution (100 mL) at 10-15° C. The mixture was stirred at room temperature for 12 hr, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=9:1→8:2) to give the title compound as yellow crystals (yield 10.0 g, 68%).

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=9:1→8:2)

출처 및 근거

ORD 기록
ord-80109b439a134e5b91b928744f97c87c
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977488B2

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