Ethyl 3-(4-aminophenyl)isoxazole-5-carboxylate → HCID 67353512、化合物

HRID 75772

反応式

HRID 75772 の反応式
[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]

参加物

3

反応物 2

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

生成物 1

HCID 67353512HCID 67353512、化合物

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-65db4f55613543d984c30967f7bf855e
出典データセット
uspto-grants-2014_09
特許番号
US08835428B2

関連ノート

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