Acetonitrile → N-(3,5-Difluoro-benzyl)-N'-[1-(1H-indol-3-ylmethyl)-2-(6-methoxy-3,4-dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-2-methyl-malonamide
반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[C:29]([F:31])[CH:30]=1)[CH2:5][NH:6][C:7]([CH:9]([CH3:27])[C:10]([NH:12][CH:13]([CH2:17][C:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[NH:20][CH:19]=1)[C:14](O)=[O:15])=[O:11])=[O:8].[B-](F)(F)(F)F.CN(C(ON1C(=O)C=CC=C1)=[N+](C)C)C.[CH3:52][O:53][C:54]1[CH:55]=[C:56]2[C:61](=[CH:62][CH:63]=1)[CH2:60][NH:59][CH2:58][CH2:57]2.CC#N>CN(C=O)C.C(O)(C(F)(F)F)=O>[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[C:29]([F:31])[CH:30]=1)[CH2:5][NH:6][C:7](=[O:8])[CH:9]([CH3:27])[C:10]([NH:12][CH:13]([CH2:17][C:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[NH:20][CH:19]=1)[C:14]([N:59]1[CH2:58][CH2:57][C:56]2[C:61](=[CH:62][CH:63]=[C:54]([O:53][CH3:52])[CH:55]=2)[CH2:60]1)=[O:15])=[O:11]참가 물질
7
반응물 4
생성물 1
시약·촉매·용매 2
실험 절차
2-[2-(3,5-Difluoro-benzylcarbamoyl)-propionylamino]-3-(1H-indol-3-yl)-propionic acid (64 mg, 0.15 mmol) was placed in a disposable polypropylene tube and dissolved in DMF (1 ml). TPTU (O-[2-oxo-1(2H)-pyridyl]-N,N,N′,N′-tetramethyluronium-tetrafluoroborate, 49 mg, 0.165 mmol) and 6-methoxy-1,2,3,4-tetrahydro-isoquinoline (24 mg, 0.15 mmol) were added, and the mixture was shaken overnight at r.t. The title compound, MS: m/e=575.3 (M+H+), was isolated from the reaction mixture by automated, preparative HPLC (YMC CombiPrep C18 column 50×20 mm, solvent gradient 5-95% CH3CN in 0.1% TFA(aq) over 6.0 min, λ=230 nm, flow rate 40 ml/min).
출처 및 근거
- ORD 기록
- ord-fe14df1bec564a8a9193266549df34b9
- 출처 데이터셋
- uspto-grants-2008_05
- 특허 번호
- US07375099B2
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