Potassium Carbonate → 6-(6-chloro-pyrimidin-4-yloxy)-4-methyl-1H-benzimidazole

HRID 1846460노트

반응식

HRID 1846460 반응식
C(=O)([O-])[O-].[K+].[K+].Cl[C:8]1[CH:13]=[C:12]([Cl:14])[N:11]=[CH:10][N:9]=1.[CH3:15][C:16]1[C:21]2[N:22]=[CH:23][NH:24][C:20]=2[CH:19]=[C:18]([OH:25])[CH:17]=1>CN(C=O)C>[Cl:14][C:12]1[N:11]=[CH:10][N:9]=[C:8]([O:25][C:18]2[CH:17]=[C:16]([CH3:15])[C:21]3[N:22]=[CH:23][NH:24][C:20]=3[CH:19]=2)[CH:13]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 709434,6-DichloropyrimidineHCID 669780884-methyl-1H-1,3-benzodiazol-6-ol

생성물 1

HCID 866639106-(6-chloro-pyrimidin-4-yloxy)-4-methyl-1H-benzimidazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

0.830 g (6.00 mmol) potassium carbonate were added to 307 mg (2.00 mmol) 4,6-dichloropyrimidine and 295 mg (2.00 mmol) 7-methyl-3H-benzimidazol-5-ol in 1.50 mL DMF and the mixture was stirred for 8 h at 50° C. Then the mixture was added to ice water added and extracted several times with EtOAc. The combined organic phases were dried on sodium sulphate, evaporated down and purified by preparative HPLC-MS. The product-containing fractions were combined and the acetonitrile was evaporated down. The residue was made alkaline with 1N aqueous sodium hydroxide solution and extracted with EtOAc. The organic phase was dried on sodium sulphate, filtered, evaporated down and dried under HV.

후처리

  1. additionadded
  2. extractionextracted several times with EtOAc
  3. customThe combined organic phases were dried on sodium sulphate
  4. customevaporated down
  5. custompurified by preparative HPLC-MS
  6. customthe acetonitrile was evaporated down
  7. extractionextracted with EtOAc
  8. customThe organic phase was dried on sodium sulphate
  9. filtrationfiltered
  10. customevaporated down
  11. customdried under HV

출처 및 근거

ORD 기록
ord-425bb8cd6d884cc5ad963dc850189910
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952014B2

반응 노트

불러오는 중…