Water → HCID 135465356, 화합물

HRID 271444노트

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HRID 271444 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12](N3C=CN=C3)[N:11]3[C:19](=[O:22])[NH:20][N:21]=[C:10]3[C:9]=2[C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Cl[CH2:37][C:38]1[CH:39]=[CH:40][C:41]([C:44]([F:47])([F:46])[F:45])=[N:42][CH:43]=1.[OH2:48]>CN(C=O)C.CCOC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:13][C:12](=[O:48])[N:11]3[C:19](=[O:22])[N:20]([CH2:37][C:38]4[CH:43]=[N:42][C:41]([C:44]([F:47])([F:46])[F:45])=[CH:40][CH:39]=4)[N:21]=[C:10]3[C:9]=2[C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 27738105-(Chloromethyl)-2-(trifluoromethyl)pyridineHCID 58772834HCID 58772834, 화합물

생성물 1

HCID 135465356HCID 135465356, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

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온도
50 °C

실험 절차

To a solution of 7,8-bis(4-chlorophenyl)-5-(1H-imidazol-1-yl)-[1,2,4]triazolo[4,3-c]pyrimidin-3(2H)-one (60 mg, 0.14 mmol) in DMF (0.5 mL) at room temperature under argon was added K2CO3 (25 mg, 0.18 mmol), followed by 5-(chloromethyl)-2-(trifluoromethyl)pyridine (28 mg, 0.14 mmol). The reaction mixture was stirred at 50° C. in a pre-heated oil bath for 30 min. After the reaction mixture was cooled to room temperature, water (5 mL) and EtOAc (5 mL) were added. The layers were separated. The organic layer was dried (MgSO4), filtered, and concentrated under reduced pressure. The crude product thus obtained was purified by preparative reverse phase HPLC (without TFA) to obtain 22.5 mg of the title compound as a white solid. HPLC/MS: retention time=3.871 min, [M+H]30 =532.

후처리

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. customThe layers were separated
  3. dry with materialThe organic layer was dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product thus obtained
  7. customwas purified by preparative reverse phase HPLC (without TFA)

출처 및 근거

ORD 기록
ord-7b61fecdf9674a12a63e8b0ee5144f80
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452892B2

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