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 1766352노트

반응식

HRID 1766352 반응식
[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]

참가 물질

6

반응물 4

HCID 7764Ethyl cyanoacetateHCID 8082Piperidine2회HCID 128136392-Formylbenzofuran-5-carbonitrileHCID 68427624Ethyl-3-{[3-(trifluoromethyl)phenyl]amino}-2-butenoate

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f71a03f98ccd4b84b4ed58519f425bc6
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07230017B2

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