Sodium Sulfate → N-[2-(3-acetyl-1-benzyl-4H-pyridin-4-yl)ethyl]-3,4-dimethoxy-N-phenyl-benzamide

HRID 2207148ノート

反応式

HRID 2207148 の反応式
[O-]S([O-])(=O)=O.[Na+].[Na+].[CH2:8]([NH:15][CH:16]=[CH:17][C:18](=[O:20])[CH3:19])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH:41]=[CH:42][C:43]=1[O:44][CH3:45])[C:26]([N:28]([CH2:35][CH2:36]/[CH:37]=[CH:38]/[CH:39]=O)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:27]>C(Cl)Cl.C(S([O-])(=O)=O)(F)(F)F.C(S([O-])(=O)=O)(F)(F)F.C(S([O-])(=O)=O)(F)(F)F.[Sc+3]>[C:18]([C:17]1[CH:37]([CH2:36][CH2:35][N:28]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:26](=[O:27])[C:25]2[CH:41]=[CH:42][C:43]([O:44][CH3:45])=[C:23]([O:22][CH3:21])[CH:24]=2)[CH:38]=[CH:39][N:15]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:16]=1)(=[O:20])[CH3:19]

参加物

6

反応物 3

HCID 24436Sodium SulfateHCID 5214434-(Benzylamino)but-3-en-2-oneHCID 1185578373,4-dimethoxy-N-[(E)-5-oxopent-3-enyl]-N-phenyl-benzamide

生成物 1

HCID 118557876N-[2-(3-acetyl-1-benzyl-4H-pyridin-4-yl)ethyl]-3,4-dimethoxy-N-phenyl-benzamide収率 58.4%

試薬・触媒・溶媒 2

HCID 2734571Scandium(III) triflate触媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a suspension of Sc(OTf)3 (10% mol), Na2SO4 (3 equiv) in dry CH2Cl2 (15 mL) is added a solution of enamine 30 (332 mg, 1.9 mmol) and enal 35 (644 mg, 1.9 mmol) in dry CH2Cl2 (5 mL). The reaction mixture was stirred at room temperature for 48 h. The reaction solution is filtered on Celite and the solvent removed under pressure. The residue obtained is purified on SiO2 (gradient of EtOAc in Petroleum ether) to afford the title compound 32 as a yellow oil (Yield 551 mg, 58%).

後処理

  1. filtrationThe reaction solution is filtered on Celite
  2. customthe solvent removed under pressure
  3. customThe residue obtained
  4. customis purified on SiO2 (gradient of EtOAc in Petroleum ether)

出典と根拠

ORDレコード
ord-a19f5583e4dc47209cfb00b26fa204bd
出典データセット
uspto-grants-2016_06
特許番号
US09376387B2

反応ノート

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