Cesium carbonate → 4-Chloro-6-[2,2,2-trifluoro-1-(4-furan-3-yl-phenyl)-ethoxy]-pyrimidin-2-ylamine

HRID 2233442

반응식

HRID 2233442 반응식
[F:1][C:2]([F:17])([F:16])[CH:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:15]=[CH:14][O:13][CH:12]=2)=[CH:7][CH:6]=1)[OH:4].[NH2:18][C:19]1[N:24]=[C:23](Cl)[CH:22]=[C:21]([Cl:26])[N:20]=1.C(=O)([O-])[O-].[Cs+].[Cs+].O1CCOCC1>C(OCC)(=O)C>[Cl:26][C:21]1[CH:22]=[C:23]([O:4][CH:3]([C:5]2[CH:6]=[CH:7][C:8]([C:11]3[CH:15]=[CH:14][O:13][CH:12]=3)=[CH:9][CH:10]=2)[C:2]([F:1])([F:16])[F:17])[N:24]=[C:19]([NH2:18])[N:20]=1

참가 물질

6

반응물 4

HCID 10796Cesium carbonateHCID 312751,4-DioxaneHCID 655222-Amino-4,6-dichloropyrimidineHCID 667436042,2,2-Trifluoro-1-(4-furan-3-yl-phenyl)-ethanol

생성물 1

HCID 866210864-Chloro-6-[2,2,2-trifluoro-1-(4-furan-3-yl-phenyl)-ethoxy]-pyrimidin-2-ylamine수율 82.6%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
110 °C

실험 절차

The mixture of 2,2,2-trifluoro-1-(4-furan-3-yl-phenyl)-ethanol (100 mg, 0.4 mmol), 2-amino-4,6-dichloro-pyrimidine (60 mg, 0.36 mmol), cesium carbonate (468 mg, 1.44 mmol) and 1,4-dioxane (1 ml) was heated at 110° C. overnight. The reaction mixture was cooled to room temperature; 10 ml of ethyl acetate was added. The mixture was then filtered through Celite, the filtrate was concentrated to give 110 mg of 4-chloro-6-[2,2,2-trifluoro-1-(4-furan-3-yl-phenyl)-ethoxy]-pyrimidin-2-ylamine, yield: 72%.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe mixture was then filtered through Celite
  3. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-d299f9c5145347a28a614adc960327e5
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709493B2

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