Water → 5-Chloro-2-({[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole

HRID 1511520노트

반응식

HRID 1511520 반응식
[F:1][CH:2]([F:21])[O:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[C:5]=1[CH2:14][S:15][C:16]1[O:17][CH:18]=[CH:19][N:20]=1.[Cl:22]N1C(=O)CCC1=O.O>CN(C)C=O>[Cl:22][C:18]1[O:17][C:16]([S:15][CH2:14][C:5]2[C:6]([C:10]([F:12])([F:13])[F:11])=[N:7][N:8]([CH3:9])[C:4]=2[O:3][CH:2]([F:1])[F:21])=[N:20][CH:19]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 462224072-({[5-(Difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole

생성물 1

HCID 866510135-Chloro-2-({[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2-({[5-(Difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole (1.02 g, 3 mmol) is initially charged in 15 ml of dimethylformamide. N-Chlorosuccinimide (0.550 g, 4 mmol) is then added a little at a time with stirring. The mixture is stirred at 40° C. for a further 4 hours. For work-up, the reaction mixture is added to water and extracted twice with dichloromethane, and the extracts are then washed with water and finally with saturated NaCl solution. The combined organic phases are dried over magnesium sulfate, filtered off and concentrated. The crude product is purified chromatographically (heptane:ethyl acetate, gradient 10:0 to 7:3). This gives 0.45 g of product (35.9% of theory).

후처리

  1. stirringThe mixture is stirred at 40° C. for a further 4 hours
  2. extractionextracted twice with dichloromethane
  3. washthe extracts are then washed with water and finally with saturated NaCl solution
  4. dry with materialThe combined organic phases are dried over magnesium sulfate
  5. filtrationfiltered off
  6. concentrationconcentrated
  7. customThe crude product is purified chromatographically (heptane:ethyl acetate, gradient 10:0 to 7:3)

출처 및 근거

ORD 기록
ord-410092df733d49249777d9a652e4a99e
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08216973B2

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