Ethyl cyanoacetate → Diethyl 2-amino-4-(5-cyano-1-benzofuran-2-yl)-6-methyl-1-[3-(trifluoromethyl)-phenyl]-1,4-dihydro-3,5-pyridinedicarboxylate

HRID 1766352ノート

反応式

HRID 1766352 の反応式
[CH:1]([C:3]1[O:4][C:5]2[CH:11]=[CH:10][C:9]([C:12]#[N:13])=[CH:8][C:6]=2[CH:7]=1)=O.[C:14]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])#[N:15].N1CCCCC1.[CH2:28]([O:30][C:31](=[O:46])[CH:32]=[C:33]([NH:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([C:42]([F:45])([F:44])[F:43])[CH:37]=1)[CH3:34])[CH3:29]>C(O)C>[NH2:15][C:14]1[N:35]([C:36]2[CH:41]=[CH:40][CH:39]=[C:38]([C:42]([F:43])([F:44])[F:45])[CH:37]=2)[C:33]([CH3:34])=[C:32]([C:31]([O:30][CH2:28][CH3:29])=[O:46])[CH:1]([C:3]2[O:4][C:5]3[CH:11]=[CH:10][C:9]([C:12]#[N:13])=[CH:8][C:6]=3[CH:7]=2)[C:16]=1[C:17]([O:19][CH2:20][CH3:21])=[O:18]

参加物

6

反応物 4

HCID 7764Ethyl cyanoacetateHCID 8082Piperidine2 回HCID 128136392-Formylbenzofuran-5-carbonitrileHCID 68427624Ethyl-3-{[3-(trifluoromethyl)phenyl]amino}-2-butenoate

生成物 1

HCID 21110150Diethyl 2-amino-4-(5-cyano-1-benzofuran-2-yl)-6-methyl-1-[3-(trifluoromethyl)-phenyl]-1,4-dihydro-3,5-pyridinedicarboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

2-Formyl-1-benzofuran-5-carbonitrile (157 mg, 0.915 mmol) and ethyl cyanoacetate (103 mg, 0.915 mmol) are dissolved in ethanol (8 ml). Piperidine (2.3 mg, 0.027 mmol) is added, and the reaction mixture is stirred for two hours at room temperature. A solution of Example 1A (253 mg, 0.915 mmol) and piperidine (7.8 mg, 0.091 ml) in ethanol (2 ml) is added, and the reaction mixture is stirred at reflux (95° C.) overnight (18 h). The crude reaction mixture is concentrated in vacuo, dissolved in DMSO (7 ml) and purified by preparative HPLC.

後処理

  1. stirringthe reaction mixture is stirred
  2. temperatureat reflux (95° C.) overnight (18 h)
  3. customThe crude reaction mixture
  4. concentrationis concentrated in vacuo
  5. dissolutiondissolved in DMSO (7 ml)
  6. custompurified by preparative HPLC

出典と根拠

ORDレコード
ord-f71a03f98ccd4b84b4ed58519f425bc6
出典データセット
uspto-grants-2007_06
特許番号
US07230017B2

反応ノート

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