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Hydrazine hydrate (1:1) → 4-Amino-N-(1-(5-aminopentyl)piperidin-4-ylmethyl)-5-chloro-2-methoxybenzamide

HRID 344389
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HRID 344389 반응식
O.NN.[NH2:4][C:5]1[C:36]([Cl:37])=[CH:35][C:8]([C:9]([NH:11][CH2:12][CH:13]2[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][N:24]3C(=O)C4C(=CC=CC=4)C3=O)[CH2:15][CH2:14]2)=[O:10])=[C:7]([O:38][CH3:39])[CH:6]=1>C(O)C>[NH2:4][C:5]1[C:36]([Cl:37])=[CH:35][C:8]([C:9]([NH:11][CH2:12][CH:13]2[CH2:14][CH2:15][N:16]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][NH2:24])[CH2:17][CH2:18]2)=[O:10])=[C:7]([O:38][CH3:39])[CH:6]=1
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참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 543795694-amino-5-chloro-N-(1-(5-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)pentyl)piperidin-4-ylmethyl)-2-methoxybenzamide

생성물 1

HCID 540083634-Amino-N-(1-(5-aminopentyl)piperidin-4-ylmethyl)-5-chloro-2-methoxybenzamide수율 82.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Hydrazine monohydrate (11.3 ml) was added to a solution of 4-amino-5-chloro-N-(1-(5-(2,3-dihydro-1,3-dioxo-1 H-isoindol-2-yl)pentyl)-piperidin-4-ylmethyl)-2-methoxybenzamide (60 g) in ethanol (0.6 L), and the mixture was refluxed under heating for 4 hr. The precipitated crystals were filtered off, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1) to give 37.0 g of 4-amino-N-(1-(5-aminopentyl)piperidin-4-ylmethyl) -5-chloro-2-methoxybenzamide.

후처리

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 4 hr
  3. filtrationThe precipitated crystals were filtered off
  4. customthe solvent was evaporated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1)

출처 및 근거

ORD 기록
ord-e93f889a6b074315999bb4143df17942
출처 데이터셋
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05864039

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