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N-[2-{1-[benzyl(methyl)amino]-propyl}-5-(trifluoromethyl)benzyl]-N-[3,5-bis(trifluoromethyl)-benzyl]-2-methyl-2H-tetrazol-5-amine → N-[3,5-bis(trifluoromethyl)benzyl]-2-methyl-N-{2-[1-(methyl-amino)propyl]-5-(trifluoromethyl)benzyl}-2H-tetrazol-5-amine

HRID 390745
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HRID 390745 반응식
[CH2:1]([N:8](C)[CH:9]([C:12]1[CH:40]=[CH:39][C:38]([C:41]([F:44])([F:43])[F:42])=[CH:37][C:13]=1[CH2:14][N:15]([CH2:22][C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[C:25]([C:33]([F:36])([F:35])[F:34])[CH:24]=1)[C:16]1[N:17]=[N:18][N:19]([CH3:21])[N:20]=1)[CH2:10][CH3:11])C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[F:32][C:29]([F:30])([F:31])[C:27]1[CH:28]=[C:23]([CH:24]=[C:25]([C:33]([F:34])([F:35])[F:36])[CH:26]=1)[CH2:22][N:15]([CH2:14][C:13]1[CH:37]=[C:38]([C:41]([F:44])([F:43])[F:42])[CH:39]=[CH:40][C:12]=1[CH:9]([NH:8][CH3:1])[CH2:10][CH3:11])[C:16]1[N:17]=[N:18][N:19]([CH3:21])[N:20]=1
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참가 물질

4

반응물 1

HCID 58966437N-[2-{1-[benzyl(methyl)amino]-propyl}-5-(trifluoromethyl)benzyl]-N-[3,5-bis(trifluoromethyl)-benzyl]-2-methyl-2H-tetrazol-5-amine

생성물 1

HCID 58966411N-[3,5-bis(trifluoromethyl)benzyl]-2-methyl-N-{2-[1-(methyl-amino)propyl]-5-(trifluoromethyl)benzyl}-2H-tetrazol-5-amine수율 109%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매2회

실험 절차

To a Parr flask was added 20% Pd(OH)2 on carbon (23.2 mg) followed by addition of methanol (22 mL). To this suspension was added a solution N-[2-{1-[benzyl(methyl)amino]-propyl}-5-(trifluoromethyl)benzyl]-N-[3,5-bis(trifluoromethyl)-benzyl]-2-methyl-2H-tetrazol-5-amine (298.7 mg, 0.463 mmoles) in methanol. The reaction mixture was stirred under hydrogen (pressure =14.7 psi) at room temperature for 9 hours. The reaction mixture was filtered through Celite, washed with methanol, concentrated under vacuo to give 279.8 mg (100%) of the title compound as yellow oil. MS (ES+) Calc: 608.5, Found: 609.1 (M+1).

후처리

  1. filtrationThe reaction mixture was filtered through Celite
  2. washwashed with methanol
  3. concentrationconcentrated under vacuo

출처 및 근거

ORD 기록
ord-e696dddc2e264a769428064a1ab4c03e
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08383660B2

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