2-Chloronicotinoyl chloride → HCID 18436872、化合物

HRID 456619ノート

反応式

HRID 456619 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 18436872HCID 18436872、化合物収率 26%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f4d4b40ed8c845d1934b03128835c46a
出典データセット
uspto-grants-2007_03
特許番号
US07186716B2

反応ノート

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