Hydrochloric Acid → N-[1-(3,5-dibromo-4-methoxy-benzyl)-6-hydroxy-1,2,3,4-tetrahydro-isoquinolin-7-yl]-benzenesulfonamide hydrochloride

HRID 1358463ノート

反応式

HRID 1358463 の反応式
C(O)(=O)C(O)=O.C([O:14][C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][C:24]=1[NH:25][S:26]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)(=[O:28])=[O:27])[CH:21]([CH2:35][C:36]1[CH:41]=[C:40]([Br:42])[C:39]([O:43][CH3:44])=[C:38]([Br:45])[CH:37]=1)[NH:20][CH2:19][CH2:18]2)C1C=CC=CC=1.[OH-].[Na+].C(Cl)[Cl:49].Cl>CO>[ClH:49].[Br:45][C:38]1[CH:37]=[C:36]([CH:41]=[C:40]([Br:42])[C:39]=1[O:43][CH3:44])[CH2:35][CH:21]1[C:22]2[C:17](=[CH:16][C:15]([OH:14])=[C:24]([NH:25][S:26]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)(=[O:28])=[O:27])[CH:23]=2)[CH2:18][CH2:19][NH:20]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 18184536N-[6-benzyloxy-1-(3,5-dibromo-4-methoxy-benzyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-benzenesulfonamide oxalateHCID 23721229Sodium hydroxide methylene chloride

生成物 1

HCID 18184514N-[1-(3,5-dibromo-4-methoxy-benzyl)-6-hydroxy-1,2,3,4-tetrahydro-isoquinolin-7-yl]-benzenesulfonamide hydrochloride

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

N-[6-benzyloxy-1-(3,5-dibromo-4-methoxy-benzyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-benzenesulfonamide oxalate (0.389 g, 0.00051 mol) was neutralized in a mixture 1N NaOH-methylene chloride. A free base was dissolved in a methanol—conc. HCl mixture (35 mL of each). The reaction mixture was refluxed for 1h and evaporated. HCl salt was neutralized with conc. NaHCO3 solution. The product was purified by column chromatography (silica gel, chloroform-methanol—aq. ammonia/100:10:1) and dissolved in methanol, a solution of fumaric acid in methanol was added. A fumaric salt was crystallized from methanol—ethyl ether mixture.

後処理

  1. customevaporated
  2. customThe product was purified by column chromatography (silica gel, chloroform-methanol—aq. ammonia/100:10:1)
  3. dissolutiondissolved in methanol
  4. additiona solution of fumaric acid in methanol was added
  5. customA fumaric salt was crystallized from methanol—ethyl ether mixture

出典と根拠

ORDレコード
ord-ed68bad863ff45f3b958920af3aff80a
出典データセット
uspto-grants-2003_07
特許番号
US06596734B1

反応ノート

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