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Trifluoroacetic acid → N-(4-(Aminomethyl)benzyl)-3,5-dichloro-N-(4-fluorobenzyl)-2-hydroxybenzenesulfonamide

HRID 1889666
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HRID 1889666 반응식
[Cl:1][C:2]1[C:3]([OH:37])=[C:4]([S:9]([N:12]([CH2:21][C:22]2[CH:36]=[CH:35][C:25]([CH2:26][NH:27]C(=O)OC(C)(C)C)=[CH:24][CH:23]=2)[CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)(=[O:11])=[O:10])[CH:5]=[C:6]([Cl:8])[CH:7]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:27][CH2:26][C:25]1[CH:24]=[CH:23][C:22]([CH2:21][N:12]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[S:9]([C:4]2[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[C:3]=2[OH:37])(=[O:11])=[O:10])=[CH:36][CH:35]=1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 66616495tert-Butyl 4-((3,5-dichloro-N-(4-fluorobenzyl)-2-hydroxyphenylsulfonamido)methyl)benzylcarbamate

생성물 1

HCID 58531430N-(4-(Aminomethyl)benzyl)-3,5-dichloro-N-(4-fluorobenzyl)-2-hydroxybenzenesulfonamide수율 95%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl 4-((3,5-dichloro-N-(4-fluorobenzyl)-2-hydroxyphenylsulfonamido)methyl)benzylcarbamate (569 mg, 1.00 mmol) in methylene chloride (9 mL) was added TFA (3 mL). The reaction mixture was stirred at rt for 2 h, and then concentrated. The residue was dissolved in with methylene chloride (100 mL) and washed with saturated aq sodium bicarbonate solution, brine, dried over MgSO4, and concentrated to give the title compound (446 mg, 95%) as a tan solid. MS (ESI): m/z 468.9 (M+H)+.

후처리

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in with methylene chloride (100 mL)
  3. washwashed with saturated aq sodium bicarbonate solution, brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cc380e0d6c29402bbd065a61501117ba
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08501992B2

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