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Dimethylformamide → 3-(4-methyl-imidazol-1-yl)-N-[3-(2-oxo-2,3-dihydro-1H-indol-6-ylamino)-phenyl]-5-trifluoromethyl-benzamide

HRID 422036
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HRID 422036 반응식
NC1C=C(C=CC=1)O[C:6]1[CH:14]=[C:13]2[C:9]([CH2:10][C:11](=[O:15])[NH:12]2)=[CH:8][CH:7]=1.Cl.C[N:21]1[CH2:26][CH2:25][N:24]([C:27]2[CH:28]=[C:29]([CH:33]=[C:34]([C:36]([F:39])([F:38])[F:37])[CH:35]=2)[C:30]([OH:32])=O)[CH2:23]C1.C([N:43](CC)[CH:44]([CH3:46])[CH3:45])(C)C.CN(C(O[N:57]1N=N[C:59]2[CH:60]=CC=N[C:58]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:73]N(C=O)C>CCOC(C)=O>[CH3:73][C:26]1[N:21]=[CH:23][N:24]([C:27]2[CH:28]=[C:29]([CH:33]=[C:34]([C:36]([F:37])([F:38])[F:39])[CH:35]=2)[C:30]([NH:57][C:58]2[CH:59]=[CH:60][CH:45]=[C:44]([NH:43][C:6]3[CH:14]=[C:13]4[C:9]([CH2:10][C:11](=[O:15])[NH:12]4)=[CH:8][CH:7]=3)[CH:46]=2)=[O:32])[CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 467382893-(4-Methyl-piperazin-1-yl)-5-trifluoromethyl-benzoic acid hydrochlorideHCID 598043186-(3-Amino-phenoxy)-1,3-dihydro-indol-2-one

생성물 1

HCID 59804309
3-(4-methyl-imidazol-1-yl)-N-[3-(2-oxo-2,3-dihydro-1H-indol-6-ylamino)-phenyl]-5-trifluoromethyl-benzamide

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 6-(3-amino-phenoxy)-1,3-dihydro-indol-2-one (200 mg, 0.83 mmol) and 3-(4-methyl-piperazin-1-yl)-5-trifluoromethyl-benzoic acid hydrochloride (291 mg, 0.89 mmol) in DMF (10 mL) is added N,N-diisopropylethylamine (164 μL, 1 mmol) followed by addition of HATU (380 mg, 1 mmol). The mixture is stirred at ambient temperature overnight. The mixture is diluted with EtOAc and washed with 10% aq Na2S2O3 solution and brine. The organic layer is separated, dried over MgSO4, and concentrated. The crude (310 mg) was used in the next step without further purification. LC/MS: 511.2 (MH+).

후처리

  1. washwashed with 10% aq Na2S2O3 solution and brine
  2. customThe organic layer is separated
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customThe crude (310 mg) was used in the next step without further purification

출처 및 근거

ORD 기록
ord-9145b9933c9048a0b6eb2985d70b8338
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08101608B2

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