Ethyl 3-(4-aminophenyl)isoxazole-5-carboxylate → HCID 67353512, 화합물

HRID 75772

반응식

HRID 75772 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:7]([C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=2)=[N:8][O:9][C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:5])[CH3:2].C(OC(C1ON=C(C2C=CC(N)=CC=2)C=1)=O)C>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([C:17]2[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=2)=[N:8][O:9][C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:5])[CH3:2]

참가 물질

3

반응물 2

HCID 53407704Ethyl 3-(4-aminophenyl)isoxazole-5-carboxylateHCID 673532643-(4-Nitro-phenyl)-5-phenyl-isoxazole-4-carboxylic acid ethyl ester

생성물 1

HCID 67353512HCID 67353512, 화합물

반응 조건

온도
80 °C

실험 절차

The title compound was prepared using 3-(4-nitro-phenyl)-5-phenyl-isoxazole-4-carboxylic acid ethyl ester by the same procedure as described for the preparation of 3-(4-amino-phenyl)-isoxazol-5-carboxylic acid ethyl ester in Example 1. The reaction mixture was refluxed for 16 hours instead of heating at 80° C. for 3 hours. The crude product was purified by flash chromatography over silica gel with 10% EtOAc in chloroform to give the title compound in 74% yield. IR (KBr): 3374, 1712 (br), 1628, 1610, 1439; 1H NMR (DMSO-d6) δ: 1.15 (t, 3H), 4.20 (q, 2H), 5.57 (s, 2H), 6.63 (d, 2H), 7.34 (d, 2H), 7.53-7.62 (m, 3H), 7.75-7.89 (m, 2H); Mass (ES+), 309 (M++1).

후처리

  1. customThe title compound was prepared
  2. temperatureThe reaction mixture was refluxed for 16 hours instead
  3. customThe crude product was purified by flash chromatography over silica gel with 10% EtOAc in chloroform

출처 및 근거

ORD 기록
ord-65db4f55613543d984c30967f7bf855e
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835428B2

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