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Ethanol → 2,6-Dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-(3-[4-(2-tetrahydropyran-2-yloxyethyl)phenoxy]propoxycarbonyl)-1,4-dihydropyridine

HRID 34415
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인쇄 미리보기

반응식

HRID 34415 반응식
[CH3:1][C:2]1[NH:3][C:4]([CH3:33])=[C:5]([C:21]([O:23][CH2:24][CH2:25][CH2:26]CCCCCBr)=[O:22])[CH:6]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:7]=1[C:8]([O:10][CH3:11])=[O:9].[CH3:34][O:35][C:36](=O)[CH2:37][C:38]1[CH:43]=[CH:42][C:41](SCC2C=CC=CC=2)=[CH:40][CH:39]=1.[N+]([C:56]1[CH:57]=[C:58](C=CC=1)[CH:59]=[O:60])([O-])=O.C([OH:66])C>>[CH3:1][C:2]1[NH:3][C:4]([CH3:33])=[C:5]([C:21]([O:23][CH2:24][CH2:25][CH2:26][O:66][C:41]2[CH:40]=[CH:39][C:38]([CH2:37][CH2:36][O:35][CH:34]3[CH2:56][CH2:57][CH2:58][CH2:59][O:60]3)=[CH:43][CH:42]=2)=[O:22])[CH:6]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:7]=1[C:8]([O:10][CH3:11])=[O:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 702EthanolHCID 74493-NitrobenzaldehydeHCID 201295212,6-Dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-(8-bromooctyloxycarbonyl)-1,4-dihydropyridineHCID 54174016Methyl(4-benzylthiophenyl)acetate

생성물 1

HCID 142087862,6-Dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-(3-[4-(2-tetrahydropyran-2-yloxyethyl)phenoxy]propoxycarbonyl)-1,4-dihydropyridine

실험 절차

A mixture of 3-(4-[2-(tetrahydropyran-2-yloxy)ethyl]phenoxy)propyl acetoacetate (2, 5 g), methyl 3-aminocrotonate (3, 2.3 g), 3-nitrobenzaldehyde (4, 2.9 g) and ethanol (70 mL) is heated at reflux for about 12 hours. The solvent is removed under reduced pressure and the residue purified using silica gel chromatography (90/10CH2Cl2 /acetone) to yield 2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-[3-(4-[2-(tetrahydropyran-2-yloxy)ethyl]phenoxy)propoxycarbonyl]-1,4-dihydropyridine (1, mp<55° C.).

후처리

  1. temperatureis heated
  2. temperatureat reflux for about 12 hours
  3. customThe solvent is removed under reduced pressure
  4. customthe residue purified

출처 및 근거

ORD 기록
ord-eb9ebf900137450299afcd3bf8520aa1
출처 데이터셋
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04761420

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