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

HRID 1358463노트

반응식

HRID 1358463 반응식
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

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ed68bad863ff45f3b958920af3aff80a
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06596734B1

반응 노트

불러오는 중…