1,4-Dioxane → 3-(3-{2-[(2-methoxy-ethyl)-propyl-amino]-ethyl}-3H-isobenzofuran-1-ylidene)-1,3-dihydro-indol-2-one

HRID 1829055노트

반응식

HRID 1829055 반응식
[O:1]=[C:2]1[C:10](=[C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]([CH2:20]COS(C)(=O)=O)[O:12]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.[CH3:27][O:28][CH2:29][CH2:30][NH:31][CH2:32][CH2:33][CH3:34].O1CCOC[CH2:36]1>>[CH3:27][O:28][CH2:29][CH2:30][N:31]([CH2:32][CH2:33][CH3:34])[CH2:36][CH2:20][CH:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:11](=[C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[NH:3][C:2]2=[O:1])[O:12]1

참가 물질

4

반응물 3

HCID 312751,4-DioxaneHCID 12238049N-(2-Methoxyethyl)propylamineHCID 72382355Methanesulfonic Acid 2-[3-(2-oxo-1,2-dihydro-indol-3-ylidene)-1,3-dihydro-isobenzofuran-1-yl]-ethyl Ester

생성물 1

HCID 696591763-(3-{2-[(2-methoxy-ethyl)-propyl-amino]-ethyl}-3H-isobenzofuran-1-ylidene)-1,3-dihydro-indol-2-one

실험 절차

A solution of methanesulfonic acid 2-[3-(2-oxo-1,2-dihydro-indol-3-ylidene)-1,3-dihydro-isobenzofuran-1-yl]-ethyl ester (50 mg, 0.135 mmol) and N-(2-methoxyethyl)-N-propylamine (191 μl, 1.35 mmol) in dioxane (0.8 ml) was heated at 75° C. for 19 hours. The reaction was partitioned between EtOAc and water. The EtOAc layer was washed with water, brine, dried with anhydrous Na2SO4 and rotary evaporated to give brown oil. The brown oil was chromatographed with CHCl3 to give 3-(3-{2-[(2-methoxy-ethyl)-propyl-amino]-ethyl}-3H-isobenzofuran-1-ylidene)-1,3-dihydro-indol-2-one as a yellow-brown film (11 mg, 20%).

후처리

  1. customThe reaction was partitioned between EtOAc and water
  2. washThe EtOAc layer was washed with water, brine
  3. dry with materialdried with anhydrous Na2SO4
  4. customrotary evaporated
  5. customto give brown oil
  6. customThe brown oil was chromatographed with CHCl3

출처 및 근거

ORD 기록
ord-2c21ac4ddf1c4737b29c302951920111
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07060844B2

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