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

HRID 240092노트

반응식

HRID 240092 반응식
CCN(C(C)C)C(C)C.[OH:10][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:20]=1[O:19][C:18](=[O:21])[C:17]([C:22]([OH:24])=O)=[CH:16]2.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[O:49]1[C:53]2[CH:54]=[CH:55][C:56]([C:58]3[CH:59]=[C:60]([NH2:64])[CH:61]=[CH:62][CH:63]=3)=[CH:57][C:52]=2[CH2:51][CH2:50]1>CN(C=O)C>[O:49]1[C:53]2[CH:54]=[CH:55][C:56]([C:58]3[CH:59]=[C:60]([NH:64][C:22]([C:17]4[C:18](=[O:21])[O:19][C:20]5[C:15]([CH:16]=4)=[CH:14][CH:13]=[CH:12][C:11]=5[OH:10])=[O:24])[CH:61]=[CH:62][CH:63]=3)=[CH:57][C:52]=2[CH2:51][CH2:50]1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 41319673-(2,3-Dihydro-1-benzofuran-5-yl)anilineHCID 72457168-Hydroxy-3-carboxy-coumarinHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

생성물 1

HCID 866503978-Hydroxy-2-oxo-2H-chromene-3-carboxylic acid [3-(2,3-Dihydro-benzofuran-5-yl)-phenyl]-amide수율 49.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

DIEA (0.014 mL, 0.078 mmol) was added to 8-hydroxy-3-carboxy-coumarin (0.015 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 0.014 g of product in 49% yield: LCMS (ESI) m/z 400 (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-3b513298fab440d6b18d84553592101b
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642788B2

반응 노트

불러오는 중…