2-Chloronicotinoyl chloride → HCID 18436872, 화합물

HRID 456619노트

반응식

HRID 456619 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]1([C:11]2[CH:15]=[CH:14][NH:13][CH:12]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[Cl:16][C:17]1[N:25]=[CH:24][CH:23]=[CH:22][C:18]=1[C:19](Cl)=[O:20]>C(Cl)Cl.C(OCC)(=O)C>[Cl:16][C:17]1[C:18]([C:19]([C:12]2[NH:13][CH:14]=[CH:15][C:11]=2[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=2)=[O:20])=[CH:22][CH:23]=[CH:24][N:25]=1

참가 물질

6

반응물 3

HCID 27745412-Chloronicotinoyl chlorideHCID 53241103-phenyl-1H-pyrroleHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 18436872HCID 18436872, 화합물수율 26%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

반응 조건

온도
0 °C

실험 절차

Aluminum chloride (1.33 g, 10 mmol) was added to a mixture of 3-phenyl-1H-pyrrole (1.35 g, 9.4 mmol, prepared as described in Journal of Organic Chemistry, 62: 2650 (1997) (incorporated herein by reference) and 2-chloronicotinoyl chloride (1.65 g, 9.4 mmol) in DCM (15 mL) at 0° C. The mixture was stirred at 0° C. for 30 mins and at room temperature for one hour. The reaction was diluted with ethyl acetate and washed with brine, 2N NaOH, brine, dried and concentrated. The residue was purified on silica gel column to give 0.682 g (26%) of (2-chloro-pyridin-3-yl)-(3-phenyl-1H-pyrrol-2-yl)-methanone.

후처리

  1. customprepared
  2. customat 0° C
  3. washwashed with brine, 2N NaOH, brine
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified on silica gel column

출처 및 근거

ORD 기록
ord-f4d4b40ed8c845d1934b03128835c46a
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07186716B2

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