Benzenamine, 4-(4-morpholinyl)- → HCID 178474211, 화합물

HRID 640867노트

반응식

HRID 640867 반응식
O[CH:2]=[C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([C:14]3[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:23])[CH3:22])=[CH:16][CH:15]=3)=[O:13])=[CH:9][CH:10]=2)[NH:5][C:4]1=[O:24].[NH2:25][C:26]1[CH:31]=[CH:30][C:29]([N:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)=[CH:28][CH:27]=1>O1CCOCC1>[N:32]1([C:29]2[CH:28]=[CH:27][C:26]([NH:25][CH:2]=[C:3]3[C:11]4[C:6](=[CH:7][C:8]([C:12]([C:14]5[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:23])[CH3:22])=[CH:16][CH:15]=5)=[O:13])=[CH:9][CH:10]=4)[NH:5][C:4]3=[O:24])=[CH:31][CH:30]=2)[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1

참가 물질

4

반응물 2

HCID 75655Benzenamine, 4-(4-morpholinyl)-HCID 178474212HCID 178474212, 화합물

생성물 1

HCID 178474211HCID 178474211, 화합물수율 33%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

A dry 50 mL flask was charged with N-[4-(3-Hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-acetamide (prepared below, 70 mg, 0.217 mmol) and Dioxane (10 mL). To the resulting solution was added N-(4-aminophenyl)morpholine (200 mg, 1.122 mmol), and the mixture was stirred for 24 h at 100° C. Subsequently, the reaction mixture was cooled to room temperature. The resulting suspension was concentrated in vacuo and the resulting solid residue was recrystallized from iPrOH (˜5 mL). The solid recovered through filtration then was subjected to flash silica gel chromatography using a 5% MeOH/CHCl3 eluant mixture to afford the title compound in 33% yield (35 mg, 0.072 mmol).

후처리

  1. temperatureSubsequently, the reaction mixture was cooled to room temperature
  2. concentrationThe resulting suspension was concentrated in vacuo
  3. customthe resulting solid residue was recrystallized from iPrOH (˜5 mL)
  4. filtrationThe solid recovered through filtration

출처 및 근거

ORD 기록
ord-c657d96dda204b45972e66c85dc4521d
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07692005B2

반응 노트

불러오는 중…