Benzene → 6-Amidino-2-naphthyl 5-(3-methoxycarbonylpropionylaminomethyl)furan-2-carboxylate hydrochloride

HRID 1734109노트

반응식

HRID 1734109 반응식
Cl.Cl.[NH2:3][CH2:4][C:5]1[O:9][C:8]([C:10]([O:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:23](=[NH:25])[NH2:24])[CH:19]=3)[CH:14]=2)=[O:11])=[CH:7][CH:6]=1.N1C=CC=CC=1.C1C=CC=CC=1.[CH3:38][O:39][C:40]([CH2:42][CH2:43][C:44]([Cl:46])=[O:45])=[O:41]>CN(C=O)C.CCOCC>[ClH:46].[CH3:38][O:39][C:40]([CH2:42][CH2:43][C:44]([NH:3][CH2:4][C:5]1[O:9][C:8]([C:10]([O:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:23](=[NH:24])[NH2:25])[CH:19]=3)[CH:14]=2)=[O:11])=[CH:7][CH:6]=1)=[O:45])=[O:41]

참가 물질

7

반응물 4

HCID 241BenzeneHCID 1049PyridineHCID 73888Butanoic acid, 4-chloro-4-oxo-, methyl esterHCID 223988156-Amidino-2-naphthyl 5-aminomethylfuran-2-carboxylate dihydrochloride

생성물 1

HCID 223988166-Amidino-2-naphthyl 5-(3-methoxycarbonylpropionylaminomethyl)furan-2-carboxylate hydrochloride

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 18 g of 6-amidino-2-naphthyl 5-aminomethylfuran-2-carboxylate dihydrochloride in 380 ml of DMF was added 19.1 ml of pyridine and then, while cooling with ice, 20 ml of a benzene solution containing 7.5 ml of 3-methoxycarbonylpropionyl chloride was added dropwise thereto for 20 minutes. After stirring at room temperature for 2.5 hours, the reaction mixture was added to 2 l of ether while stirring and cooling with ice, and the mixture was stirred at the same temperature for 5 hours. The supernatant was decanted and 1.5 l of ether was further added and stirred at room temperature for 18 hours. The precipitate was collected by filtration, 800 ml of acetone was added thereto, the mixture was stirred at room temperature for 5 hours, and the crystals were collected by filtration to obtain 19.6 g of the intended product.

후처리

  1. additionwas added dropwise
  2. stirringwhile stirring
  3. temperaturecooling with ice
  4. stirringthe mixture was stirred at the same temperature for 5 hours
  5. customThe supernatant was decanted
  6. addition1.5 l of ether was further added
  7. stirringstirred at room temperature for 18 hours
  8. filtrationThe precipitate was collected by filtration, 800 ml of acetone
  9. additionwas added
  10. stirringthe mixture was stirred at room temperature for 5 hours
  11. filtrationthe crystals were collected by filtration

출처 및 근거

ORD 기록
ord-ffdf86ec4dd8478b9bd4c0f2c6af4399
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05532267

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