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

HRID 1846499노트

반응식

HRID 1846499 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f906213c7df143369801de08b9d52b0b
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952014B2

반응 노트

불러오는 중…