Potassium Carbonate → 5-(6-chloropyrimidin-4-yloxy)-7-methyl-2-(trifluoromethyl)-1H-benzo[d]-imidazole

HRID 1846499ノート

反応式

HRID 1846499 の反応式
[CH3:1][C:2]1[C:7]2[NH:8][C:9]([C:11]([F:14])([F:13])[F:12])=[N:10][C:6]=2[CH:5]=[C:4]([OH:15])[CH:3]=1.[Cl:16][C:17]1[CH:22]=[C:21](Cl)[N:20]=[CH:19][N:18]=1.C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+]>CN(C=O)C>[Cl:16][C:17]1[N:18]=[CH:19][N:20]=[C:21]([O:15][C:4]2[CH:3]=[C:2]([CH3:1])[C:7]3[N:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[NH:10][C:6]=3[CH:5]=2)[CH:22]=1

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 709434,6-DichloropyrimidineHCID 1784289667-methyl-2-(trifluoromethyl)-1H-benzo[d]imidazol-5-ol

生成物 1

HCID 866639245-(6-chloropyrimidin-4-yloxy)-7-methyl-2-(trifluoromethyl)-1H-benzo[d]-imidazole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

57 mg (0.26 mmol) 7-methyl-2-(trifluoromethyl)-1H-benzo[d]imidazol-5-ol and 46 mg (0.30 mmol) 4,6-dichloropyrimidine were placed in 2.0 mL DMF. 0.11 g (0.78 mmol) potassium carbonate were added and the mixture was stirred overnight at 70° C. The reaction mixture was combined with ice water. The substance was extracted with ethyl acetate and evaporated down i.vac. The crude product was purified by chromatography. The fractions containing product were combined and i evaporated down.vac. to leave the aqueous residue. This was neutralised with an aqueous 4M NaOH solution and extracted with ethyl acetate. The organic phase was evaporated down i.vac.

後処理

  1. extractionThe substance was extracted with ethyl acetate
  2. customevaporated down i.vac
  3. customThe crude product was purified by chromatography
  4. additionThe fractions containing product
  5. customi evaporated down.vac
  6. customto leave the aqueous residue
  7. extractionextracted with ethyl acetate
  8. customThe organic phase was evaporated down i.vac

出典と根拠

ORDレコード
ord-f906213c7df143369801de08b9d52b0b
出典データセット
uspto-grants-2015_02
特許番号
US08952014B2

反応ノート

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