Imidazo(4,5-b)pyridine → 6-Chloro-2-(4-chlorophenyl)-8-methoxyimidazo[1,2-a]-pyridine

HRID 231533

반응식

HRID 231533 반응식
Br[C:2]1[C:3]2[N:4]([CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)[N:11]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.N1C2C=CC=NC=2N=C1.[CH3:28][O-:29].[Na+].[Na]>CN(P(N(C)C)(N(C)C)=O)C.O.CO>[Cl:8][C:6]1[CH:7]=[C:2]([O:29][CH3:28])[C:3]2[N:4]([CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)[N:11]=2)[CH:5]=1

참가 물질

8

반응물 4

HCID 67504Imidazo(4,5-b)pyridineHCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 142349178-Bromo-6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridine

생성물 1

HCID 142349236-Chloro-2-(4-chlorophenyl)-8-methoxyimidazo[1,2-a]-pyridine

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 12679Hexamethylphosphoramide용매

실험 절차

10 g (29.4 mmol) of 8-bromo-6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridine, the preparation of which compound is described in the patent application filed this day entitled: Derives d'imidazopyridines, leur preparation et leur application en therapeutique (Imidazopyridine derivatives, their preparation and their application in therapy) by the Applicant, dissolved in 60 ml of hexamethylphosphorotriamide, are added to a solution of sodium methylate prepared using 2.03 g of sodium and 15 ml of methanol, the reaction mixture is brought to 60° C. for 2 h 30 min., water is added, the mixture is extracted with CH2Cl2, the organic phase is washed with water, dried over MgSO4 and filtered, and the filtrate is concentrated under reduced pressure. The evaporation residue is recrystallized in an ethyl acetate/hexane mixture. M.p. 150°-151° C.

후처리

  1. waitfiled this day
  2. customprepared
  3. extractionthe mixture is extracted with CH2Cl2
  4. washthe organic phase is washed with water
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationthe filtrate is concentrated under reduced pressure
  8. customThe evaporation residue is recrystallized in an ethyl acetate/hexane mixture

출처 및 근거

ORD 기록
ord-036eebe4c5f849078205be171443b810
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04847263

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