N-Methylbenzylamine → N-Benzyl-3-[4-(3,3-diphenyl-1-propyl)piperazin-1-yl]-N-methylbenzamide

HRID 1796737ノート

反応式

HRID 1796737 の反応式
[C:1]1([CH:7]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=3)[C:19]([OH:21])=O)[CH2:12][CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.[CH3:67][NH:68][CH2:69][C:70]1[CH:75]=[CH:74][CH:73]=[CH:72][CH:71]=1>ClCCl>[CH2:69]([N:68]([CH3:67])[C:19](=[O:21])[C:18]1[CH:22]=[CH:23][CH:24]=[C:16]([N:13]2[CH2:14][CH2:15][N:10]([CH2:9][CH2:8][CH:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:11][CH2:12]2)[CH:17]=1)[C:70]1[CH:75]=[CH:74][CH:73]=[CH:72][CH:71]=1

参加物

6

反応物 4

HCID 7669N-MethylbenzylamineHCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 221804873-[4-(3,3-Diphenyl-1-propyl)piperazin-1-yl]benzoic acid

生成物 1

HCID 22180276N-Benzyl-3-[4-(3,3-diphenyl-1-propyl)piperazin-1-yl]-N-methylbenzamide収率 57.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The compound (0.10 g) prepared in step (c) was dissolved in dichloromethane (2 ml). A BOP reagent (0.10 g) and diisopropylethylamine (0.052 ml) were added to the solution. The mixture was stirred at room temperature for 30 min. N-Methylbenzylamine (0.039 ml) was then added thereto, and the mixture was stirred at room temperature overnight. The reaction solution was extracted with ethyl acetate, followed by washing with water. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was then removed by distillation under the reduced pressure. The residue was purified by preparative TLC (hexane:ethyl acetate=1:1) to give 0.072 g (57.3%) of the title compound.

後処理

  1. stirringthe mixture was stirred at room temperature overnight
  2. extractionThe reaction solution was extracted with ethyl acetate
  3. washby washing with water
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent was then removed by distillation under the reduced pressure
  6. customThe residue was purified by preparative TLC (hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-d7a1672db4da4daca0187565d2a827cc
出典データセット
uspto-grants-2006_04
特許番号
US07030120B2

反応ノート

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