Diisopropylethylamine → 8-Methoxy-2-oxo-2H-chromene-3-carboxylic acid (3-morpholin-4-yl-phenyl)-amide

HRID 240019

반응식

HRID 240019 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.[N:50]1([C:56]2[CH:57]=[C:58]([NH2:62])[CH:59]=[CH:60][CH:61]=2)[CH2:55][CH2:54][O:53][CH2:52][CH2:51]1>CN(C)C=O>[N:50]1([C:56]2[CH:57]=[C:58]([NH:62][C:23]([C:18]3[C:19](=[O:22])[O:20][C:21]4[C:16]([CH:17]=3)=[CH:15][CH:14]=[CH:13][C:12]=4[O:11][CH3:10])=[O:25])[CH:59]=[CH:60][CH:61]=2)[CH2:51][CH2:52][O:53][CH2:54][CH2:55]1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 2345628-Methoxy-2-oxo-2H-chromene-3-carboxylic acidHCID 8477683-(Morpholin-4-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 866503648-Methoxy-2-oxo-2H-chromene-3-carboxylic acid (3-morpholin-4-yl-phenyl)-amide수율 76%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

DIEA (0.044 mL, 0.25 mmol) was added to 8-methoxy-3-carboxy-coumarin (0.050 g, 0.23 mmol) and HATU (0.095 g, 0.25 mmol) in 1 mL of dimethylformamide (DMF) with constant stirring at room temperature until a clear solution resulted. Subsequently, 3-morpholin-4-yl-phenylamine (0.040 g, 0.23 mmol) was added and allowed to react overnight, when a yellow solid precipitated out of solution. The precipitate was filtered and dried under suction and then in vacuo to give 0.066 g of 1541I in a 76% yield: LCMS (ESI) m/z 381 (MH+).

후처리

  1. customresulted
  2. customto react overnight
  3. customwhen a yellow solid precipitated out of solution
  4. filtrationThe precipitate was filtered
  5. customdried under suction

출처 및 근거

ORD 기록
ord-58e1052dda244ce39611364526e85295
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642788B2

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