2-Methylbenzenesulfonamide → 4-[7-(2-Ethylbutylcarbamoyl)naphth-1-ylmethyl]-3-methoxy-N-(2-methylphenylsulfonyl)benzamide

HRID 2371800노트

반응식

HRID 2371800 반응식
[CH2:1]([CH:3]([CH2:30][CH3:31])[CH2:4][NH:5][C:6]([C:8]1[CH:17]=[C:16]2[C:11]([CH:12]=[CH:13][CH:14]=[C:15]2[CH2:18][C:19]2[CH:27]=[CH:26][C:22]([C:23]([OH:25])=O)=[CH:21][C:20]=2[O:28][CH3:29])=[CH:10][CH:9]=1)=[O:7])[CH3:2].Cl.CN(C)CCCN=C=NCC.[C:44]1([CH3:54])[C:45]([S:50]([NH2:53])(=[O:52])=[O:51])=[CH:46][CH:47]=[CH:48][CH:49]=1>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH2:1]([CH:3]([CH2:30][CH3:31])[CH2:4][NH:5][C:6]([C:8]1[CH:17]=[C:16]2[C:11]([CH:12]=[CH:13][CH:14]=[C:15]2[CH2:18][C:19]2[CH:27]=[CH:26][C:22]([C:23]([NH:53][S:50]([C:45]3[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=3[CH3:54])(=[O:51])=[O:52])=[O:25])=[CH:21][C:20]=2[O:28][CH3:29])=[CH:10][CH:9]=1)=[O:7])[CH3:2]

참가 물질

6

반응물 3

HCID 69242-MethylbenzenesulfonamideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 199063694-[7-(2-Ethylbutylcarbamoyl)naphth-1-ylmethyl]-3-methoxybenzoic acid

생성물 1

HCID 199063924-[7-(2-Ethylbutylcarbamoyl)naphth-1-ylmethyl]-3-methoxy-N-(2-methylphenylsulfonyl)benzamide수율 70%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

A mixture of 4-[7-(2-ethylbutylcarbamoyl)naphth-1-ylmethyl]-3-methoxybenzoic acid (189 mg), 4-dimethylaminopyridine (110 mg), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (172 mg), and o-toluenesulfonamide (96 mg) in methylene chloride (2 ml) was stirred for 18 h. Methylene chloride (25 ml) was added, and the solution was washed (1N hydrochloric acid, brine), dried (MgSO4) and evaporated. The residue was recrystallized from 21 ml of 1:0.5:1 methylene chloride:methanol:hexane, ground to a powder and vacuum dried at 100° C. to give the title compound (179 mg, 70%) as a colorless solid; mp 126.0°-128.0° C.

후처리

  1. washthe solution was washed (1N hydrochloric acid, brine)
  2. dry with materialdried (MgSO4)
  3. customevaporated
  4. customThe residue was recrystallized from 21 ml of 1:0.5:1 methylene chloride
  5. dry with materialmethanol:hexane, ground to a powder and vacuum dried at 100° C.

출처 및 근거

ORD 기록
ord-3be7c6496fb94d648eacc92bff9b613d
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05095038

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