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

HRID 653407

반응식

HRID 653407 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-835e7b028b934112bcad12d39be926bf
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04677104

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