1,4-Dioxane hydrochloride → N-(4-{2-[5-(4-acetylpiperazin-1-yl)pyridin-2-yl]ethyl}benzyl)hydrazinecarboxamide trihydrochloride

HRID 1465480노트

반응식

HRID 1465480 반응식
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][C:18]3[CH:36]=[CH:35][C:21]([CH2:22][NH:23][C:24]([NH:26][NH:27]C(OC(C)(C)C)=O)=[O:25])=[CH:20][CH:19]=3)=[N:14][CH:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].O1CCOCC1.[ClH:43]>O1CCOCC1>[ClH:43].[ClH:43].[ClH:43].[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][C:18]3[CH:36]=[CH:35][C:21]([CH2:22][NH:23][C:24]([NH:26][NH2:27])=[O:25])=[CH:20][CH:19]=3)=[N:14][CH:15]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

참가 물질

4

반응물 2

HCID 204431481,4-Dioxane hydrochlorideHCID 58181223Tert-butyl 2-[(4-{2-[5-(4-acetylpiperazin-1-yl)pyridin-2-yl]ethyl}benzyl)carbamoyl]hydrazinecarboxylate

생성물 1

HCID 67266593N-(4-{2-[5-(4-acetylpiperazin-1-yl)pyridin-2-yl]ethyl}benzyl)hydrazinecarboxamide trihydrochloride수율 90.1%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a suspension of tert-butyl 2-[(4-{2-[5-(4-acetylpiperazin-1-yl)pyridin-2-yl]ethyl}benzyl)carbamoyl]hydrazinecarboxylate (121.0 mg, 0.243 mmol) in anhydrous dioxane (1.2 ml) was added 4M hydrogen chloride dioxane solution (1.2 ml). After stirring at room temperature for 5 hrs, the reaction mixture was concentrated under reduced pressure. Ethyl acetate (10 ml) was added to the residue, and the mixture was concentrated again under reduced pressure. This operation was performed 3 times to azeotropically remove hydrogen chloride gas. The residue was suspended in a mixture of ethanol (3 ml) and ethyl acetate (6 ml), filtered, washed with ethyl acetate and dried under reduced pressure to give the title compound (111.0 mg, yield 90.1%) as a slightly yellow solid.

후처리

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionEthyl acetate (10 ml) was added to the residue
  3. concentrationthe mixture was concentrated again under reduced pressure
  4. additionThe residue was suspended in a mixture of ethanol (3 ml) and ethyl acetate (6 ml)
  5. filtrationfiltered
  6. washwashed with ethyl acetate
  7. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-9309e39ea29346b19d937a61290bc583
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999989B2

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