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Potassium Carbonate → 6-(6-chloro-pyrimidin-4-yloxy)-2,4-dimethyl-1H-benzimidazole

HRID 1846457
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HRID 1846457 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[NH:17][C:18]2[CH:24]=[C:23]([OH:25])[CH:22]=[C:21]([CH3:26])[C:19]=2[N:20]=1>CN(C=O)C>[Cl:14][C:12]1[N:11]=[CH:10][N:9]=[C:8]([O:25][C:23]2[CH:22]=[C:21]([CH3:26])[C:19]3[N:20]=[C:16]([CH3:15])[NH:17][C:18]=3[CH:24]=2)[CH:13]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 709434,6-DichloropyrimidineHCID 669782362,7-dimethyl-3H-benzimidazol-5-ol

생성물 1

HCID 866639086-(6-chloro-pyrimidin-4-yloxy)-2,4-dimethyl-1H-benzimidazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
50 °C

실험 절차

1.66 g (12.0 mmol) potassium carbonate were added to 0.676 g (4.40 mmol) 4,6-dichloropyrimidine and 0.649 g (4.00 mmol) 2,7-dimethyl-3H-benzimidazol-5-ol in 5.00 mL DMF and stirred for 8 h at 50° C. Then the mixture was added to ice water 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. extractionextracted several times with EtOAc
  2. customThe combined organic phases were dried on sodium sulphate
  3. customevaporated down
  4. custompurified by preparative HPLC-MS
  5. customthe acetonitrile was evaporated down
  6. extractionextracted with EtOAc
  7. customThe organic phase was dried on sodium sulphate
  8. filtrationfiltered
  9. customevaporated down
  10. customdried under HV

출처 및 근거

ORD 기록
ord-8f6bf65edbc94931a187a2a471cdfa2b
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952014B2

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