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2,2-diphenyl-5-[N-(4-cyanophenethyl)-N-methylamino]pentanamide → 2,2-diphenyl-5-[N-(4-aminomethylphenethyl)-N-methylamino]pentanamide

HRID 1587862
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HRID 1587862 반응식
[C:1]1([C:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([CH2:11][CH2:12][CH2:13][N:14]([CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=2)[CH3:15])[C:8]([NH2:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)=O.CO.[Pd]>[C:26]1([C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([CH2:11][CH2:12][CH2:13][N:14]([CH2:16][CH2:17][C:18]2[CH:19]=[CH:20][C:21]([CH2:24][NH2:25])=[CH:22][CH:23]=2)[CH3:15])[C:8]([NH2:10])=[O:9])[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 1

HCID 190884772,2-diphenyl-5-[N-(4-cyanophenethyl)-N-methylamino]pentanamide

생성물 1

HCID 190885182,2-diphenyl-5-[N-(4-aminomethylphenethyl)-N-methylamino]pentanamide

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 284Formic Acid용매HCID 887Methanol용매

실험 절차

10% Palladium-on-carbon (0.3 g) was added to a solution of 2,2-diphenyl-5-[N-(4-cyanophenethyl)-N-methylamino]pentanamide (0.3 g-see Example 13) in 5% formic acid in methanol (21 ml). The mixture was stirred at room temperature under nitrogen for 1 hour, then filtered and the filtrate concentrated in vacuo to give a gum which was purified by column chromatography on silica eluting with dichloromethane containing methanol (2% up to 10%). The product-containing fractions were combined and concentrated in vacuo to give an oil which crystallised on standing. The solid was triturated with ether to give the title compound as buff crystals, yield 0.1 g, m.p. 139°-142°.

후처리

  1. filtrationfiltered
  2. concentrationthe filtrate concentrated in vacuo
  3. customto give a gum which
  4. customwas purified by column chromatography on silica eluting with dichloromethane
  5. additioncontaining methanol (2% up to 10%)
  6. concentrationconcentrated in vacuo
  7. customto give an oil which
  8. customcrystallised
  9. customThe solid was triturated with ether

출처 및 근거

ORD 기록
ord-a96f27d079e3453cb9a4d97a014665ac
출처 데이터셋
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05219871

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