Hydrochloric Acid → 3'-Hydroxy-biphenyl-4-carboxylic acid 3-(2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-ylcarbamoyl)-benzylamide

HRID 2367737노트

반응식

HRID 2367737 반응식
C(O[C:6](=[O:29])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15](=[O:28])[NH:16][C:17]2[CH:26]=[C:25]3[C:20]([CH2:21][CH2:22][N:23]([CH3:27])[CH2:24]3)=[CH:19][CH:18]=2)[CH:10]=1)(C)(C)C.[ClH:30].[O:31]1[CH2:36][CH2:35]OCC1.[CH3:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42]>C(Cl)Cl.CCOCC>[CH3:27][N:23]1[CH2:22][CH2:21][C:20]2[C:25](=[CH:26][C:17]([NH:16][C:15]([C:11]3[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=3)[CH2:8][NH:7][C:6]([C:39]3[CH:38]=[CH:37][C:42]([C:9]4[CH:10]=[CH:11][CH:35]=[C:36]([OH:31])[CH:8]=4)=[CH:41][CH:40]=3)=[O:29])=[O:28])=[CH:18][CH:19]=2)[CH2:24]1.[ClH:30].[ClH:30].[NH2:7][CH2:8][C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][CH:14]=1)[C:15]([NH:16][C:17]1[CH:26]=[C:25]2[C:20]([CH2:21][CH2:22][N:23]([CH3:27])[CH2:24]2)=[CH:19][CH:18]=1)=[O:28]

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 8058Hexane2회HCID 312751,4-DioxaneHCID 66656233[3-(2-Methyl-1,2,3,4-tetrahydro-isoquinolin-7-ylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester

생성물 2

HCID 566003433'-Hydroxy-biphenyl-4-carboxylic acid 3-(2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-ylcarbamoyl)-benzylamideHCID 666490723-(2-Methyl-1,2,3,4-tetrahydro-isoquinolin-7-ylcarbamoyl)benzylamine dihydrochloride

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

To a solution of [3-(2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-ylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester (6.35 g, 15.6 mmol) in anhydrous DCM (250 mL) at rt add 4M HCl in 1,4-dioxane (58.4 mL, 233.6 mmol) and stir the reaction at rt for 24 h. Dilute the solid suspension with Et2O (500 mL) and hexane (800 mL), stir vigorously for 20 min then filter and wash with Et2O then hexane to afford the desired product 3-aminomethyl-N-(2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-yl)-benzamide dihydrochloride as a hydroscopic solid (5.68 g, 14.7 mmol).

후처리

  1. customthe reaction at rt for 24 h
  2. stirringstir vigorously for 20 min
  3. filtrationthen filter
  4. washwash with Et2O

출처 및 근거

ORD 기록
ord-493bf1b0db74460397d6b3dde3fa9b6f
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697911B2

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