Potassium Carbonate → 4-(2-Butynyloxy)-6-(2,3-difluorophenoxy)pyrimidine

HRID 1592107

반응식

HRID 1592107 반응식
Cl[C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]#[C:11][CH3:12])[N:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[F:19][C:20]1[C:25]([F:26])=[CH:24][CH:23]=[CH:22][C:21]=1[OH:27].[Cl-].[NH4+]>CN(C)C=O>[CH2:9]([O:8][C:6]1[CH:7]=[C:2]([O:27][C:21]2[CH:22]=[CH:23][CH:24]=[C:25]([F:26])[C:20]=2[F:19])[N:3]=[CH:4][N:5]=1)[C:10]#[C:11][CH3:12]

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 808792,3-DifluorophenolHCID 121376024-(2-Butynyloxy)-6-chloropyrimidine

생성물 1

HCID 225997294-(2-Butynyloxy)-6-(2,3-difluorophenoxy)pyrimidine수율 56.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

To 2 ml of N,N-dimethylformamide were added 0.2 g of 4-chloro-6-(2-butynyloxy)pyrimidine, 0.23 g of potassium carbonate, and 0.17 g of 2,3-difluorophenol, followed by stirring at 60° C. for 7 hours. The reaction mixture was then left for cooling to room temperature and poured into a saturated aqueous ammonium chloride solution, which was extracted three times with chloroform. The chloroform layers were combined, washed with diluted hydrochloric acid and then with water, and dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to silica gel column chromatography to give 0.17 g of 4-(2-butynyloxy)-6-(2,3-difluorophenoxy)pyrimidine (the present compound (39)).

후처리

  1. waitThe reaction mixture was then left
  2. temperaturefor cooling to room temperature
  3. extractionwas extracted three times with chloroform
  4. washwashed with diluted hydrochloric acid
  5. dry with materialwith water, and dried over anhydrous magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-56de1086251c4310810881e0e5d3074e
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07291730B2

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