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2-Chloropyridine → HCID 22277752、化合物

HRID 1955674
ノート
印刷プレビュー

反応式

HRID 1955674 の反応式
CC(C)([O-])C.[K+].[NH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9]1.Cl[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1>CN1CCCC1=O>[N:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[NH:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 79772-ChloropyridineHCID 6432211-AminoindoleHCID 23665647Potassium tert-butoxide

生成物 1

HCID 22277752HCID 22277752、化合物

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

Potassium tert-butoxide (3.4 g) was added to a room temperature solution of N-aminoindole (2.0 g) in 1-methyl-2-pyrrolidinone (40 ml). After stirring for one hour, 2-chloropyridine (1.6 ml) was added and the resulting solution was stirred for forty-eight hours. The reaction mixture was then quenched with water, diluted with ethyl acetate (250 ml) and washed with brine (3×250 ml). The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo to give an oil. Purification of the residue by flash chromatography (silica, 0-5% ethyl acetate/dichloromethane) gave the title compound as a solid (2.0 g), m.p. 109°-110° C.

後処理

  1. stirringthe resulting solution was stirred for forty-eight hours
  2. customThe reaction mixture was then quenched with water
  3. additiondiluted with ethyl acetate (250 ml)
  4. washwashed with brine (3×250 ml)
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customto give an oil
  8. customPurification of the residue by flash chromatography (silica, 0-5% ethyl acetate/dichloromethane)

出典と根拠

ORDレコード
ord-70f2173d38794e97825135364f862412
出典データセット
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05776955

反応ノート

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