Ethyl Acetate → 2-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine

HRID 2223873노트

반응식

HRID 2223873 반응식
Br[C:2]1[CH:7]=[C:6](C)[CH:5]=[CH:4][N:3]=1.[NH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:12][CH2:11]1.[C:23](OCC)(=O)C.C(=O)(O)[O-].[Na+]>O>[CH2:16]([N:13]1[CH2:14][CH2:15][CH:10]([NH:9][C:2]2[CH:7]=[CH:6][C:5]([CH3:23])=[CH:4][N:3]=2)[CH2:11][CH2:12]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 4158521-Benzyl-4-piperidylamineHCID 516892Sodium BicarbonateHCID 27340872-Bromo-4-methylpyridine

생성물 1

HCID 230211122-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
180 °C

실험 절차

To 2-bromo-4-methylpyridine (15.5 g) was added 4-amino-1-benzylpiperidine (68.5 g). The resulting solution was stirred at 180° C. for 9 hours and then at 150° C. for 6 hours. Ethyl acetate and water were then added to the solution followed by addition of saturated aqueous sodium bicarbonate solution. After separating liquid layers, the organic layer was washed with water and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then, concentrated under reduced pressure. The resulting residue was purified by chromatography [silica gel, ethyl acetate-methanol-aqueous ammonia (90:10:0.1)] to give the title compound (11.5 g).

후처리

  1. waitat 150° C. for 6 hours
  2. customAfter separating liquid layers
  3. washthe organic layer was washed with water and saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was purified by chromatography [silica gel, ethyl acetate-methanol-aqueous ammonia (90:10:0.1)]

출처 및 근거

ORD 기록
ord-d660c6c007a742718f1d7d9b80c272a8
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07375115B2

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