Cyclohexanemethylamine → N-cyclohexylmethyl-3-[4-(3,3-diphenyl-1-propyl)piperazin-1-yl]benzamide

HRID 1836812노트

반응식

HRID 1836812 반응식
[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](O)=[O:20])[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.[CH:67]1([CH2:73][NH2:74])[CH2:72][CH2:71][CH2:70][CH2:69][CH2:68]1>ClCCl>[CH:67]1([CH2:73][NH:74][C:19](=[O:20])[C:18]2[CH:22]=[CH:23][CH:24]=[C:16]([N:13]3[CH2:12][CH2:11][N:10]([CH2:9][CH2:8][CH:7]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[CH2:15][CH2:14]3)[CH:17]=2)[CH2:72][CH2:71][CH2:70][CH2:69][CH2:68]1

참가 물질

6

반응물 4

HCID 76688CyclohexanemethylamineHCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 221804873-[4-(3,3-Diphenyl-1-propyl)piperazin-1-yl]benzoic acid

생성물 1

HCID 22180288N-cyclohexylmethyl-3-[4-(3,3-diphenyl-1-propyl)piperazin-1-yl]benzamide수율 91.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The compound (0.12 g) prepared in step (c) of Example 1 was dissolved in dichloromethane (5 ml), and a BOP reagent (0.16 g) and diisopropylethylamine (0.078 ml) were added to the solution. The mixture was stirred at room temperature for 30 min. Cyclohexanemethylamine (0.057 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 0.13 g (91.6%) of N-cyclohexylmethyl-3-[4-(3,3-diphenyl-1-propyl)piperazin-1-yl]benzamide.

후처리

  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)

출처 및 근거

ORD 기록
ord-9955452d05964d41878fe430a2e04815
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06777414B1

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