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

HRID 2367737ノート

反応式

HRID 2367737 の反応式
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]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 8058Hexane2 回HCID 312751,4-DioxaneHCID 66656233[3-(2-Methyl-1,2,3,4-tetrahydro-isoquinolin-7-ylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester

生成物 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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-493bf1b0db74460397d6b3dde3fa9b6f
出典データセット
uspto-grants-2014_04
特許番号
US08697911B2

反応ノート

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