Tetrahydrofuran → 2-Chloro-4-[4-(4-fluorophenyl)-5,6-dihydropyridin-1(2H)-yl]-1,3,5-triazine

HRID 1477677노트

반응식

HRID 1477677 반응식
O1CCCC1.Cl.[F:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH2:15][CH2:16][NH:17][CH2:18][CH:19]=2)=[CH:10][CH:9]=1.C(=O)([O-])[O-].[Na+].[Na+].[Cl:26][C:27]1[N:32]=[C:31](Cl)[N:30]=[CH:29][N:28]=1>C(OCC)(=O)C.O>[Cl:26][C:27]1[N:32]=[C:31]([N:17]2[CH2:16][CH2:15][C:14]([C:11]3[CH:12]=[CH:13][C:8]([F:7])=[CH:9][CH:10]=3)=[CH:19][CH2:18]2)[N:30]=[CH:29][N:28]=1

참가 물질

7

반응물 4

HCID 8028TetrahydrofuranHCID 10340Sodium CarbonateHCID 178102,4-Dichloro-1,3,5-triazineHCID 1977474-(4-Fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride

생성물 1

HCID 1178392512-Chloro-4-[4-(4-fluorophenyl)-5,6-dihydropyridin-1(2H)-yl]-1,3,5-triazine수율 85%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

To a tetrahydrofuran (10 mL)-water (4.0 mL) solution of 4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride (1.43 g, 6.67 mmol) and sodium carbonate (1.56 g, 14.7 mol), 2,4-dichloro-1,3,5-triazine (1.00 g, 6.67 mmol) was added at 0° C. and the resultant mixture was stirred for 1 hour. After completion of the reaction, ethyl acetate was added to the reaction solution and the resultant mixture was washed with each of saturated ammonium chloride aqueous solution and saturated sodium chloride aqueous solution. The obtained organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform) to obtain the title compound (1.64 g, yield 85%).

후처리

  1. additionwas added to the reaction solution
  2. washthe resultant mixture was washed with each of saturated ammonium chloride aqueous solution and saturated sodium chloride aqueous solution
  3. dry with materialThe obtained organic layer was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (chloroform)

출처 및 근거

ORD 기록
ord-d3a2d400781c4d889a38cf463dbb9f3d
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403798B2

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