Trifluoroacetic acid → (E)-N1-(3-(1H-imidazol-1-yl)propyl)-N8-hydroxy-2-((naphthalen-1-yloxy)methyl)octenediamide

HRID 555360

반응식

HRID 555360 반응식
[N:1]1([CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:39])/[C:11](/[CH2:27][O:28][C:29]2[C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH:32]=[CH:31][CH:30]=2)=[CH:12]/[CH2:13][CH2:14][CH2:15][CH2:16][C:17]([NH:19][O:20]C2CCCCO2)=[O:18])[CH:5]=[CH:4][N:3]=[CH:2]1.FC(F)(F)C(O)=O.CO.ClCCl>CO>[N:1]1([CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:39])/[C:11](/[CH2:27][O:28][C:29]2[C:38]3[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=3)[CH:32]=[CH:31][CH:30]=2)=[CH:12]/[CH2:13][CH2:14][CH2:15][CH2:16][C:17]([NH:19][OH:20])=[O:18])[CH:5]=[CH:4][N:3]=[CH:2]1

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 21226129Dichloromethane methanolHCID 86640100(E)-N1-(3-(1H-imidazol-1-yl)propyl)-2-((naphthalen-1-yloxy)methyl)-N8-(tetra hydro-2H-pyran-2-yloxy)-2-octenediamide

생성물 1

HCID 16117444(E)-N1-(3-(1H-imidazol-1-yl)propyl)-N8-hydroxy-2-((naphthalen-1-yloxy)methyl)octenediamide수율 37%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(E)-N1-(3-(1H-imidazol-1-yl)propyl)-2-((naphthalen-1-yloxy)-methyl)-N8-(tetrahydro-2H-pyran-2-yloxy)-2-octenediamide (203 mg, 0.38 mM) obtained in Example (2-1-3) was dissolved in methanol (2 ml), and trifluoroacetic acid (146 μl, 1.90 mM) was slowly added thereto at 0° C. Then, the resulting mixture was heated to room temperature and reacted for 18 hrs. After the completion of reaction, the solvent was removed under reduced pressure. The residue thus obtained was subjected to a silica gel column chromatography (eluent: methanol/dichloromethane=1/9) to obtain 63 mg of the title compound (yield 37%).

후처리

  1. customat 0° C
  2. customreacted for 18 hrs
  3. customAfter the completion of reaction
  4. customthe solvent was removed under reduced pressure
  5. customThe residue thus obtained

출처 및 근거

ORD 기록
ord-e28a77b847124935a30960ddb6b8fa2e
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08053435B2

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