Potassium Carbonate → Ethyl 2-[2-({2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidine-1-yl]phenoxy}methyl)phenoxy]propionate

HRID 432558노트

반응식

HRID 432558 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[N:11]([CH3:20])[C:10]2=[O:21])=[CH:4][C:3]=1[OH:22].C(=O)([O-])[O-].[K+].[K+].Br[CH2:30][C:31]1[CH:44]=[CH:43][CH:42]=[CH:41][C:32]=1[O:33][CH:34]([CH3:40])[C:35]([O:37][CH2:38][CH3:39])=[O:36]>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:18])([F:19])[F:17])[N:11]([CH3:20])[C:10]2=[O:21])=[CH:4][C:3]=1[O:22][CH2:30][C:31]1[CH:44]=[CH:43][CH:42]=[CH:41][C:32]=1[O:33][CH:34]([CH3:40])[C:35]([O:37][CH2:38][CH3:39])=[O:36]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 112677571-methyl-6-trifluoromethyl-3-(4-chloro-2-fluoro-5-hydroxyphenyl)-2,4(1H,3H)-pyrimidinedioneHCID 11808300Ethyl 2-(2-bromomethylphenoxy)propionate

생성물 1

HCID 18759635Ethyl 2-[2-({2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidine-1-yl]phenoxy}methyl)phenoxy]propionate수율 72.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Into 10 ml of N,N-dimethylformamide was dissolved 0.3 g of 2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidine-1-yl]phenol; 0.159 g of anhydrous potassium carbonate was added; 0.305 g of ethyl 2-[2-(bromomethyl)phenoxy]propionate was added at room temperature under stirring and the mixture was stirred overnight at room temperature. The reaction solution was poured into a mixture of ice and a saturated aqueous ammonium chloride solution and the mixture was extracted twice with ethyl acetate. The organic layers were combined and washed once with a saturated aqueous ammonium chloride solution and once with saturated aqueous sodium chloride solution in turn, dried over magnesium sulfate and then concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography to give 0.35 g of ethyl 2-[2-({2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidine-1-yl]phenoxy}methyl)phenoxy]propionate [Compound 3-2].

후처리

  1. stirringthe mixture was stirred overnight at room temperature
  2. additionThe reaction solution was poured into a mixture of ice
  3. extractiona saturated aqueous ammonium chloride solution and the mixture was extracted twice with ethyl acetate
  4. washwashed once with a saturated aqueous ammonium chloride solution and once with saturated aqueous sodium chloride solution in turn
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9b681321d8134aeca590c3f6c83db852
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664214B1

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