Potassium Carbonate → 1-(6-chloro-5-fluoropyrimidin-4-yl)-trans-2,6-dimethylhexahydro-1H-azepine

HRID 14573

반응식

HRID 14573 반응식
Cl[C:2]1[C:7]([F:8])=[C:6]([Cl:9])[N:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl.[CH3:17][C@H:18]1[CH2:24][CH2:23][CH2:22][C@H:21]([CH3:25])[CH2:20][NH:19]1.[Cl-].[NH4+]>C(#N)C>[Cl:9][C:6]1[N:5]=[CH:4][N:3]=[C:2]([N:19]2[CH2:20][C@@H:21]([CH3:25])[CH2:22][CH2:23][CH2:24][C@@H:18]2[CH3:17])[C:7]=1[F:8]

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 112866754,6-Dichloro-5-fluoropyrimidineHCID 66594500trans-2,6-dimethylhexahydro-1H-azepine hydrochloride

생성물 1

HCID 866074641-(6-chloro-5-fluoropyrimidin-4-yl)-trans-2,6-dimethylhexahydro-1H-azepine수율 100.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
60 °C

실험 절차

Into 3 ml of acetonitrile were added 0.2 g of 4,6-dichloro-5-fluoropyrimidine, 0.50 g of potassium carbonate and 0.27 g of trans-2,6-dimethylhexahydro-1H-azepine hydrochloride, and the mixture was stirred for 2 hours at 60° C. The reaction mixture was cooled to near room temperature, a saturated ammonium chloride aqueous solution was added therein, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.31 g of 1-(6-chloro-5-fluoropyrimidin-4-yl)-trans-2,6-dimethylhexahydro-1H-azepine.

후처리

  1. temperatureThe reaction mixture was cooled to near room temperature
  2. extractionthe mixture was extracted with tert-butyl methyl ether three times
  3. washThe organic layers were washed with a saturated sodium chloride aqueous solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1e2a8994a3ec43769ce7ac0b6eef0f74
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732448B2

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