Potassium Carbonate → 3-(1-Methyl-1,2,3,6-tetrahydropyridin-4-yl)-5-(trifluoromethyl)benzenamine

HRID 887581노트

반응식

HRID 887581 반응식
CC1(C)C(C)(C)OB([C:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH:10]=2)O1.C([O-])([O-])=O.[K+].[K+].[NH2:23][C:24]1[CH:25]=[C:26]([C:31]([F:34])([F:33])[F:32])[CH:27]=[C:28](Br)[CH:29]=1>CN(C=O)C.CCOC(C)=O>[CH3:15][N:12]1[CH2:13][CH2:14][C:9]([C:28]2[CH:27]=[C:26]([C:31]([F:32])([F:34])[F:33])[CH:25]=[C:24]([NH2:23])[CH:29]=2)=[CH:10][CH2:11]1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 27358803-Bromo-5-(trifluoromethyl)anilineHCID 207733711-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine

생성물 1

HCID 219596433-(1-Methyl-1,2,3,6-tetrahydropyridin-4-yl)-5-(trifluoromethyl)benzenamine

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

To a mixture of 4,4,5,5-tetramethyl-2-(1-methyl(4-1,2,5,6-tetrahydropyridyl))-1,3,2-dioxaborolane (1.0 g, 4.4 mmol), PdCl2pddf (0.16 g, 0.2 mmol) and K2CO3 (1.8 g, 13.2 mmol) and 3-amino-5-bromobenzotrifluoride (0.8 g, 3.3 mmol) in DMF (25 mL) was heated at 80° C. for 16 h. The resulting mixture was diluted with EtOAc, washed with H2O, dried over Na2SO4, and concentrated. The residue was purified by SiO2 chromatography to give the title intermediate. MS (ES+): 257 (M+H)+. Calc'd C13H15F3N2—256.3.

후처리

  1. washwashed with H2O
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated
  4. customThe residue was purified by SiO2 chromatography

출처 및 근거

ORD 기록
ord-cb91188eeab14b3ebfb596fb4646a33a
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247430B2

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