Piperazine → 4-(Piperazin-1-yl)thieno[3,2-c]pyridine

HRID 653407

反応式

HRID 653407 の反応式
Cl[C:2]1[C:7]2[CH:8]=[CH:9][S:10][C:6]=2[CH:5]=[CH:4][N:3]=1.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>C(O)C>[N:11]1([C:2]2[C:7]3[CH:8]=[CH:9][S:10][C:6]=3[CH:5]=[CH:4][N:3]=2)[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1

参加物

4

反応物 2

HCID 4837PiperazineHCID 128273124-Chlorothieno[3,2-c]pyridine

生成物 1

HCID 109660274-(Piperazin-1-yl)thieno[3,2-c]pyridine収率 56.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 4-chlorothieno[3,2-c]pyridine (22.7 g, 0.13 mole) and piperazine (57.7 g, 0.67 mole) were heated in a bomb with a minimum amount of ethanol (50 mL) at 120° for 24 hours. The reaction was cooled, partitioned between dichloromethane and water, and the organic layer was isolated, dried (MgSO4), filtered, and concentrated in vacuo to an oil. Flash chromatography (methylene chloride-10% methanol-1% ammonium hydroxide) of this material gave 16 g (54%) of a golden oil. Treatment of an ethanol solution of the oil with ethanolic HCl followed by recrystallization from ethanol gave the hydrochloride salt as off-white crystals, m.p. 275°-283°.

後処理

  1. temperatureThe reaction was cooled
  2. custompartitioned between dichloromethane and water
  3. customthe organic layer was isolated
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo to an oil

出典と根拠

ORDレコード
ord-835e7b028b934112bcad12d39be926bf
出典データセット
uspto-grants-1987_06
特許番号
US04677104

関連ノート

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