Ethanol → 4-{3-[4-(3-{4-[Amino(ethoxyimino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzamide

HRID 644139노트

반응식

HRID 644139 반응식
C(O)C.C(O[C:7](=[NH:37])[C:8]1[CH:36]=[CH:35][C:11]([O:12][CH2:13][CH2:14][CH2:15][CH:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][O:25][C:26]3[CH:34]=[CH:33][C:29]([C:30](=[NH:32])[O-:31])=[CH:28][CH:27]=3)[CH2:18][CH2:17]2)=[CH:10][CH:9]=1)C.Cl.[CH2:39]([O:41][NH2:42])[CH3:40].[OH-].[Na+]>O.C(Cl)(Cl)Cl.C(N(CC)CC)C>[NH2:37][C:7](=[N:42][O:41][CH2:39][CH3:40])[C:8]1[CH:9]=[CH:10][C:11]([O:12][CH2:13][CH2:14][CH2:15][CH:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][O:25][C:26]3[CH:34]=[CH:33][C:29]([C:30]([NH2:32])=[O:31])=[CH:28][CH:27]=3)[CH2:18][CH2:17]2)=[CH:35][CH:36]=1

참가 물질

8

반응물 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 76850O-ethylhydroxylamine hydrochlorideHCID 86625839HCID 86625839, 화합물

생성물 1

HCID 866258384-{3-[4-(3-{4-[Amino(ethoxyimino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzamide

시약·촉매·용매 3

HCID 962Water용매HCID 6212Chloroform용매HCID 8471Triethylamine용매

실험 절차

To an ethanol (8 mL) suspension of 0.20 g of ethyl=4-{3-[4-(3-{4-[ethoxy(imino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzimidate were sequentially added 0.39 g of O-ethylhydroxylamine hydrochloride and 0.84 mL of triethylamine under cooling with ice, which was then stirred at room temperature for 3.5 days. The reaction mixture was added to a mixture of chloroform and water, which was then adjusted to pH 9.7 using a 20% sodium hydroxide aqueous solution. The organic layer was separated, washed with water, and then dried with anhydrous sodium sulfate, followed by distilling off the solvent under reduced pressure. The resultant residue was purified using silica gel column chromatography (eluent; chloroform:ethanol=20:1) to provide 0.20 g of 4-{3-[4-(3-{4-[amino(ethoxyimino)methyl]phenoxy}propyl)-1-piperidinyl]propoxy}benzamide=O-ethyloxime as white solid form.

후처리

  1. temperatureunder cooling with ice, which
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialdried with anhydrous sodium sulfate
  5. distillationby distilling off the solvent under reduced pressure
  6. customThe resultant residue was purified

출처 및 근거

ORD 기록
ord-5f5272966c384e8d816670fffc8caef9
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700623B2

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