Cesium carbonate → HCID 67407087, 화합물

HRID 913570

반응식

HRID 913570 반응식
[Cl:1][C:2]1[C:10]2[N:9]=[C:8]([CH2:11][CH3:12])[NH:7][C:6]=2[CH:5]=[CH:4][C:3]=1[C:13]#[N:14].C([O-])([O-])=O.[Cs+].[Cs+].Cl[CH2:22][C:23]1[N:27]=[C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:36])[F:35])[CH:29]=2)[O:25][N:24]=1>CN(C=O)C>[Cl:1][C:2]1[C:10]2[N:9]=[C:8]([CH2:11][CH3:12])[N:7]([CH2:22][C:23]3[N:27]=[C:26]([C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:35])[F:36])[CH:29]=4)[O:25][N:24]=3)[C:6]=2[CH:5]=[CH:4][C:3]=1[C:13]#[N:14]

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 27366223-(Chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazoleHCID 674049024-chloro-2-ethyl-1H-benzimidazole-5-carbonitrile

생성물 1

HCID 67407087HCID 67407087, 화합물수율 12.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

4-Chloro-2-ethyl-1H-benzimidazole-5-carbonitrile (0.014 g, 0.068 mmol), Cs2CO3 (0.033 g, 0.102 mmol), and 3-(chloromethyl)-5-[3-(trifluoromethyl)phenyl]-1,2,4-oxadiazole (0.027 g, 0.102 mmol) were combined in DMF (10 mL) and heated to 90° C. for 30 min. The cooled reaction mixture was partitioned between Et2O and water. The organic portion was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Purification (SiO2, EtOAc/hexanes) afforded the title compound (0.0037 g): MS (ESI) m/z 432 (M+1).

후처리

  1. customThe cooled reaction mixture
  2. customwas partitioned between Et2O and water
  3. washThe organic portion was washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customPurification (SiO2, EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-7643a33bd341423f85eac0498cb29a7d
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026262B2

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