Methyl iodide → HCID 21500268, 화합물

HRID 1729793

반응식

HRID 1729793 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:24]=[CH:23][C:7]2[N:8]([CH:12]3[CH2:17][CH2:16][N:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:14][CH2:13]3)[C:9](=[O:11])[NH:10][C:6]=2[CH:5]=1.I[CH3:26]>CN(C)P(=O)(N(C)C)N(C)C>[Cl:3][C:4]1[CH:24]=[CH:23][C:7]2[N:8]([CH:12]3[CH2:17][CH2:16][N:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:14][CH2:13]3)[C:9](=[O:11])[N:10]([CH3:26])[C:6]=2[CH:5]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 104610Ethyl 4-(5-chloro-2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinecarboxylate

생성물 1

HCID 21500268HCID 21500268, 화합물

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

실험 절차

To a stirred mixture of 1.9 parts of sodium hydride dispersion 78% and 100 parts of hexamethylphosphoric triamide are added portionwise 16.2 parts of ethyl 4-(5-chloro-2-oxo-1-benzimidazolinyl)-1-piperidinecarboxylate (exothermic reaction: temperature rises to 40° C.). After stirring for one hour at room temperature, there are added dropwise 10.6 parts of iodomethane (temperature rises to 40° C). Upon completion, stirring is continued overnight at 60° C. The reaction mixture is cooled, poured onto ice-water and the product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The oily residue is triturated in 2,2'-oxybispropane. The product is filtered off and dried, yielding ethyl 4-(5-chloro-1,3-dihydro-3-methyl-2-oxo-2H-benzimidazol-1-yl)-1-piperidinecarboxylate; mp. 121.9° C.

후처리

  1. stirringUpon completion, stirring
  2. waitis continued overnight at 60° C
  3. temperatureThe reaction mixture is cooled
  4. additionpoured onto ice-water
  5. extractionthe product is extracted with methylbenzene
  6. customThe extract is dried
  7. filtrationfiltered
  8. customevaporated
  9. customThe oily residue is triturated in 2,2'-oxybispropane
  10. filtrationThe product is filtered off
  11. customdried

출처 및 근거

ORD 기록
ord-c58c066269384c8d918ae0c1cd5800c3
출처 데이터셋
uspto-grants-1976_11
특허 번호
US03989707

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