Sodium Iodide → 7-chloro-1-(2-methyl-4-(2-methylbenzamido)benzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl 4-(4-acetylpiperazin-1-yl)butyrate

HRID 1519469노트

반응식

HRID 1519469 반응식
Cl[CH2:2][CH2:3][CH2:4][C:5]([O:7][CH:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15](=[O:33])[C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:31])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[CH3:30])=[CH:18][C:17]=2[CH3:32])[C:10]2[CH:34]=[CH:35][C:36]([Cl:38])=[CH:37][C:9]1=2)=[O:6].[C:39]([N:42]1[CH2:47][CH2:46][NH:45][CH2:44][CH2:43]1)(=[O:41])[CH3:40].[I-].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C.O>[C:39]([N:42]1[CH2:47][CH2:46][N:45]([CH2:2][CH2:3][CH2:4][C:5]([O:7][CH:8]2[CH2:14][CH2:13][CH2:12][N:11]([C:15](=[O:33])[C:16]3[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:31])[C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=4[CH3:30])=[CH:18][C:17]=3[CH3:32])[C:10]3[CH:34]=[CH:35][C:36]([Cl:38])=[CH:37][C:9]2=3)=[O:6])[CH2:44][CH2:43]1)(=[O:41])[CH3:40]

참가 물질

7

반응물 4

HCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 837951-AcetylpiperazineHCID 667334127-Chloro-1-(2-methyl-4-(2-methylbenzamido)benzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl 4-chlorobutyrate

생성물 1

HCID 667331607-chloro-1-(2-methyl-4-(2-methylbenzamido)benzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl 4-(4-acetylpiperazin-1-yl)butyrate수율 51.5%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

7-Chloro-1-(2-methyl-4-(2-methylbenzamido)benzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl 4-chlorobutyrate (0.5 g) was dissolved in acetonitrile (10 ml). 1-Acetylpiperazine (0.35 g), sodium iodide (0.41 g), and sodium carbonate (0.19 g) were added to the solution, and the mixture was heated under reflux for 19 hours. The reactant was poured into water, and the mixture was extracted with ethyl acetate, washed with water, dried over sodium carbonate. After filtration and concentration under reduced pressure, the residue was purified by silica gel column chromatography (dichloromethane:methanol=100:1→100:10) to obtain 0.3 g of 7-chloro-1-(2-methyl-4-(2-methylbenzamido)benzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl 4-(4-acetylpiperazin-1-yl)butyrate as colorless oil.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 19 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. washwashed with water
  5. dry with materialdried over sodium carbonate
  6. filtrationAfter filtration and concentration under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (dichloromethane:methanol=100:1→100:10)

출처 및 근거

ORD 기록
ord-01585a763fda47f7ace15afd8da64c68
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073868B2

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