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Trifluoroacetic acid → (R)-N-(2-Amino-5-(thiophen-2-yl)phenyl)-4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)benzamide

HRID 1907694
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HRID 1907694 반응식
[CH3:1][N:2]([CH3:37])[C@@H:3]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:36]=[CH:35][C:12]([C:13]([NH:15][C:16]3[CH:21]=[C:20]([C:22]4[S:23][CH:24]=[CH:25][CH:26]=4)[CH:19]=[CH:18][C:17]=3[NH:27]C(=O)OC(C)(C)C)=[O:14])=[CH:11][CH:10]=2)[CH2:4]1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:27][C:17]1[CH:18]=[CH:19][C:20]([C:22]2[S:23][CH:24]=[CH:25][CH:26]=2)=[CH:21][C:16]=1[NH:15][C:13](=[O:14])[C:12]1[CH:35]=[CH:36][C:9]([CH2:8][N:5]2[CH2:6][CH2:7][C@@H:3]([N:2]([CH3:1])[CH3:37])[CH2:4]2)=[CH:10][CH:11]=1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 59737389(R)-tert-Butyl 2-(4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)benzamido)-4-(thiophen-2-yl)phenylcarbamate

생성물 1

HCID 16752709(R)-N-(2-Amino-5-(thiophen-2-yl)phenyl)-4-((3-(dimethylamino)pyrrolidin-1-yl)methyl)benzamide수율 24%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of compound 8 (0.198 g, 0.38 mmol) in DCM (3 mL) was added neat trifluoroacetic acid (1 mL). The solution was allowed to stir at room temperature for 90 min, concentrated (without heating), taken up in AcOEt, washed with saturated aqueous NaHCO3, brine, dried over MgSO4, filtered and concentrated to give title compound 9 (0.038 g, 24% yield).

후처리

  1. concentrationconcentrated
  2. temperature(without heating)
  3. washwashed with saturated aqueous NaHCO3, brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fc36136af9544172acc5b399c2aa2c67
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08598168B2

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