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

HRID 1766350ノート

反応式

HRID 1766350 の反応式
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]

参加物

6

反応物 4

HCID 8082Piperidine2 回HCID 660424-CyanobenzaldehydeHCID 2192242-Cyanoethyl acetateHCID 68427624Ethyl-3-{[3-(trifluoromethyl)phenyl]amino}-2-butenoate

生成物 1

HCID 10345841Diethyl 2-amino-4-(4-cyanophenyl)-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

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.

後処理

  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

出典と根拠

ORDレコード
ord-ef3ca186367143c385c1a8b9bedf758c
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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