4-Methoxybenzenecarboximidamide → 8-Ethoxy-2-(4-methoxy-phenyl)-5,6-dihydro-quinazoline

HRID 1175130

반응식

HRID 1175130 반응식
CN(C)/[CH:3]=[C:4]1\[CH2:5][CH2:6][CH:7]=[C:8]([O:11][CH2:12][CH3:13])[C:9]\1=O.[CH3:15][O:16][C:17]1[CH:25]=[CH:24][C:20]([C:21]([NH2:23])=[NH:22])=[CH:19][CH:18]=1>CCO>[CH2:12]([O:11][C:8]1[C:9]2[N:23]=[C:21]([C:20]3[CH:24]=[CH:25][C:17]([O:16][CH3:15])=[CH:18][CH:19]=3)[N:22]=[CH:3][C:4]=2[CH2:5][CH2:6][CH:7]=1)[CH3:13]

참가 물질

4

반응물 2

HCID 2290744-MethoxybenzenecarboximidamideHCID 574441116-[1-Dimethylamino-meth-(e)-ylidene]-2-ethoxy-cyclohex-2-enone

생성물 1

HCID 595585378-Ethoxy-2-(4-methoxy-phenyl)-5,6-dihydro-quinazoline

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

6-[1-Dimethylamino-meth-(E)-ylidene]-2-ethoxy-cyclohex-2-enone (WO 2004/104007) (1 g; 5 mmol) and 4-methoxybenzamidine (0.92 g; 6.1 mmol) are refluxed in EtOH (20 ml) for 14 hours. The reaction mixture is evaporated to dryness, taken up in CH2Cl2 and purified via chromatography (SiO2; acetone/hexanes 5:95) to yield the title compound as yellow resin. 1H-NMR (400 MHz; DMSO-d6): 8.58 (s, 1H); 8.31 (d, 2H); 7.07 (d, 2H); 5.64 (t, 1H); 3.93 (q, 2H); 3.84 (s, 3H); 2.78 (t, 2H); 2.40 (m, 2H); 1.40 (t, 3H). MS (m/z) ES+: 283 (MH+).

후처리

  1. customThe reaction mixture is evaporated to dryness
  2. custompurified via chromatography (SiO2; acetone/hexanes 5:95)

출처 및 근거

ORD 기록
ord-ad98b5b5ebc542ccac6d379f9e2e41c5
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07838674B2

연결된 노트

불러오는 중…