Diisopropylethylamine → 8-Methoxy-2-oxo-2H-chromene-3-carboxylic acid [3-(2,3-dihydro-benzofuran-5-yl)-phenyl]-amide

HRID 240093

반응식

HRID 240093 반응식
CCN(C(C)C)C(C)C.[CH3:10][O:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:21]=1[O:20][C:19](=[O:22])[C:18]([C:23]([OH:25])=O)=[CH:17]2.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[O:50]1[C:54]2[CH:55]=[CH:56][C:57]([C:59]3[CH:60]=[C:61]([NH2:65])[CH:62]=[CH:63][CH:64]=3)=[CH:58][C:53]=2[CH2:52][CH2:51]1>CN(C=O)C>[O:50]1[C:54]2[CH:55]=[CH:56][C:57]([C:59]3[CH:60]=[C:61]([NH:65][C:23]([C:18]4[C:19](=[O:22])[O:20][C:21]5[C:16]([CH:17]=4)=[CH:15][CH:14]=[CH:13][C:12]=5[O:11][CH3:10])=[O:25])[CH:62]=[CH:63][CH:64]=3)=[CH:58][C:53]=2[CH2:52][CH2:51]1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 2345628-Methoxy-2-oxo-2H-chromene-3-carboxylic acidHCID 41319673-(2,3-Dihydro-1-benzofuran-5-yl)anilineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

생성물 1

HCID 866503988-Methoxy-2-oxo-2H-chromene-3-carboxylic acid [3-(2,3-dihydro-benzofuran-5-yl)-phenyl]-amide수율 95.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

DIEA (0.014 mL, 0.078 mmol) was added to 8-methoxy-3-carboxy-coumarin (0.016 g, 0.071 mmol) and HATU (0.030 g, 0.078 mmol) in 0.36 mL of DMF with constant stirring at room temperature until a clear solution resulted. Subsequently, 3-(2,3-dihydro-benzofuran-5-yl)-phenylamine (0.015 g, 0.071 mmol) was added and allowed to react overnight when a solid precipitated out of solution. The resulting precipitate was filtered, dried under suction, and finally dried overnight in vacuo to give 0.028 g of product in 94% yield: LCMS (ESI) m/z 414 (MH+).

후처리

  1. customresulted
  2. customto react overnight when a solid
  3. customprecipitated out of solution
  4. filtrationThe resulting precipitate was filtered
  5. customdried under suction, and finally dried overnight in vacuo

출처 및 근거

ORD 기록
ord-a95455d1fd304e57b6c7cd9be1c83207
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642788B2

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