Methanesulfonic Acid → 6-amidino-1-carboxymethyl-2-naphthyl 4-[(4,5-dihydro-1H-imidazol-2-yl)amino]-benzoate

HRID 1419248노트

반응식

HRID 1419248 반응식
CS(O)(=O)=O.[NH:6]1[CH2:10][CH2:9][N:8]=[C:7]1[NH:11][C:12]1[CH:38]=[CH:37][C:15]([C:16]([O:18][C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[C:24]([C:29](=[NH:31])[NH2:30])[CH:25]=3)[C:20]=2[CH2:32][C:33]([O:35]C)=[O:34])=[O:17])=[CH:14][CH:13]=1>>[NH:8]1[CH2:9][CH2:10][N:6]=[C:7]1[NH:11][C:12]1[CH:38]=[CH:37][C:15]([C:16]([O:18][C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[C:24]([C:29](=[NH:30])[NH2:31])[CH:25]=3)[C:20]=2[CH2:32][C:33]([OH:35])=[O:34])=[O:17])=[CH:14][CH:13]=1

참가 물질

3

반응물 2

HCID 6395Methanesulfonic AcidHCID 867539746-amidino-1-methoxycarbonylmethyl-2-naphthyl 4-[(4,5-dihydro-1H-imidazol-2-yl)amino]benzoate

생성물 1

HCID 867539756-amidino-1-carboxymethyl-2-naphthyl 4-[(4,5-dihydro-1H-imidazol-2-yl)amino]-benzoate수율 48.8%

반응 조건

온도
80 °C

실험 절차

45 Milliliters of 10% aqueous methanesulfonic acid solution was added to 500 mg of 6-amidino-1-methoxycarbonylmethyl-2-naphthyl 4-[(4,5-dihydro-1H-imidazol-2-yl)amino]benzoate.dimethanesulfonate, followed by stirring for 5 hours at 80° C. After leaving the mixture for cooling, 350 mg of active carbon was added to the reaction mixture, followed by stirring for 30 minutes at room temperature. Insoluble matter was filtered off and the filtrate was concentrated under reduced pressure. To the residue was added a small amount of water. The solution was added dropwise to a mixed liquid of 150 ml of acetone and 50 ml of ether, followed by stirring for 1 hour under cooling with ice. Then, the precipitate was collected by filtration and washed with a small amount of acetone to obtain 236.1 mg of the desired product.

후처리

  1. customAfter leaving the mixture
  2. temperaturefor cooling
  3. addition350 mg of active carbon was added to the reaction mixture
  4. stirringby stirring for 30 minutes at room temperature
  5. filtrationInsoluble matter was filtered off
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. additionTo the residue was added a small amount of water
  8. additionThe solution was added dropwise to a mixed liquid of 150 ml of acetone and 50 ml of ether
  9. stirringby stirring for 1 hour
  10. temperatureunder cooling with ice
  11. filtrationThen, the precipitate was collected by filtration
  12. washwashed with a small amount of acetone

출처 및 근거

ORD 기록
ord-a853fd221396422ea8a889b6c46edb0e
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05885990

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