Cesium carbonate → HCID 67407087、化合物

HRID 913570

反応式

HRID 913570 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 67407087HCID 67407087、化合物収率 12.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-7643a33bd341423f85eac0498cb29a7d
出典データセット
uspto-grants-2011_09
特許番号
US08026262B2

関連ノート

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