Hydrochloric Acid → (3,5-Bis-trifluoromethyl-benzyl)-methyl-(3-o-tolyl-pyridin-4-ylmethyl)-amine

HRID 1975958노트

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HRID 1975958 반응식
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:4]=[C:5]([CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=1)[CH2:6][N:7]([CH3:23])[C:8](=O)[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:21].Cl.[OH-].[Na+].C(OCC)(=O)C>O1CCCC1.CCOCC>[F:29][C:27]([F:28])([F:30])[C:25]1[CH:24]=[C:5]([CH:4]=[C:3]([C:2]([F:32])([F:31])[F:1])[CH:26]=1)[CH2:6][N:7]([CH3:23])[CH2:8][C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:21]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 9846661N-(3,5-bis(trifluoromethyl)benzyl)-N-methyl-3-o-tolylisonicotinamide

생성물 1

HCID 86756660(3,5-Bis-trifluoromethyl-benzyl)-methyl-(3-o-tolyl-pyridin-4-ylmethyl)-amine수율 258.2%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

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온도
60 °C

실험 절차

To a solution of 0.12 g (0.265 mmol) N-(3,5-bis-trifluoromethyl-benzyl)-N-methyl-3-o-tolyl-isonicotinamide in 3 ml tetrahydrofuran 1.6 ml of a 1M solution of BH3 in tetrahydrofuran was added and the reaction mixture stirred for 16 h at 60° C. After addition of 2 ml 3M HCl in ether the reaction mixture was stirred for 3 h at 60° C. The solution was cooled to room temperature and 5 ml 3N sodium hydroxide solution and 10 ml ethyl acetate were added. Stirring was continued for ½ h, the phases separated and the aqueous phase extracted twice with 15 ml ethyl acatate. The combined organic layers were washed with brine, dried (magnesium sulfate) and evaporated. Chromatography of the residue afforded 0.30 g (25%) of the title compound as a pale yellow oil.

후처리

  1. stirringwas stirred for 3 h at 60° C
  2. temperatureThe solution was cooled to room temperature
  3. stirringStirring
  4. waitwas continued for ½ h
  5. customthe phases separated
  6. extractionthe aqueous phase extracted twice with 15 ml ethyl acatate
  7. washThe combined organic layers were washed with brine
  8. dry with materialdried (magnesium sulfate)
  9. customevaporated

출처 및 근거

ORD 기록
ord-f5e4b20a80f54e3b96babfc23aa4bd9c
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06225316B1

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