Piperidine → Diethyl 2-amino-4-(4-cyanophenyl)-6-methyl-1-[3-(trifluoromethyl)phenyl]-1,4-dihydro-3,5-pyridinedicarboxylate

HRID 1766350노트

반응식

HRID 1766350 반응식
C([CH2:3][CH2:4][O:5][C:6](=[O:8])C)#N.[C:9]([C:11]1[CH:18]=CC(C=O)=[CH:13][CH:12]=1)#[N:10].[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[CH2:25]([O:27][C:28](=[O:43])[CH:29]=[C:30]([NH:32][C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([C:39]([F:42])([F:41])[F:40])[CH:34]=1)[CH3:31])[CH3:26]>C(O)C>[NH2:19][C:24]1[N:32]([C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([C:39]([F:40])([F:42])[F:41])[CH:34]=2)[C:30]([CH3:31])=[C:29]([C:28]([O:27][CH2:25][CH3:26])=[O:43])[CH:22]([C:21]2[CH:13]=[CH:12][C:11]([C:9]#[N:10])=[CH:18][CH:20]=2)[C:23]=1[C:6]([O:5][CH2:4][CH3:3])=[O:8]

참가 물질

6

반응물 4

HCID 8082Piperidine2회HCID 660424-CyanobenzaldehydeHCID 2192242-Cyanoethyl acetateHCID 68427624Ethyl-3-{[3-(trifluoromethyl)phenyl]amino}-2-butenoate

생성물 1

HCID 10345841Diethyl 2-amino-4-(4-cyanophenyl)-6-methyl-1-[3-(trifluoromethyl)phenyl]-1,4-dihydro-3,5-pyridinedicarboxylate

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

Cyanoethylacetate (2.07 g, 18.3 mmol) and 4-cyanobenzaldehyde (2.40 g, 18.3 mmol) are dissolved in ethanol (125 ml) under an argon atmosphere. Piperidine (46.7 mg, 0.55 mmol) is added, and the reaction mixture is stirred for 2 hours at room temperature. An ethanol (300 ml) solution of Example 1A (5.00 g, 18.3 mmol) and additional piperidine (0.156 g, 1.83 mmol) is added, and the reaction mixture is stirred at reflux for 16 hours. The reaction mixture is concentrated in vacuo and chromatographed over silica get with cyclohexane/ethyl acetate mixtures to give a pale yellow oil.

후처리

  1. stirringthe reaction mixture is stirred
  2. temperatureat reflux for 16 hours
  3. concentrationThe reaction mixture is concentrated in vacuo
  4. customchromatographed over silica
  5. customget with cyclohexane/ethyl acetate
  6. customto give a pale yellow oil

출처 및 근거

ORD 기록
ord-ef3ca186367143c385c1a8b9bedf758c
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07230017B2

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