Sodium Carbonate → 5Chloro-2-(4fluorophenyl)imidazo[4,5-b]pyridine

HRID 2181413노트

반응식

HRID 2181413 반응식
[Cl:1][C:2]1[N:7]=[C:6]2[N:8]=[C:9]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[N:10](C3C=CN=C(SC)N=3)[C:5]2=[CH:4][CH:3]=1.C1C=C(Cl)C=C(C(OO)=O)C=1.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl.CC(O)=O>[Cl:1][C:2]1[N:7]=[C:6]2[N:8]=[C:9]([C:19]3[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=3)[NH:10][C:5]2=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 224861505-Chloro-2-(4-fluorophenyl)-1-(2-methylthio-4-pyrimidinyl)imidazo[4,5-b]pyridine

생성물 1

HCID 224861255Chloro-2-(4fluorophenyl)imidazo[4,5-b]pyridine수율 161.5%

시약·촉매·용매 1

HCID 21922555Acetic acid methylene chloride용매

실험 절차

5-Chloro-2-(4-fluorophenyl)-1-(2-methylthio-4-pyrimidinyl)imidazo[4,5-b]pyridine (372 mg 1 mmol) is dissolved in CH2Cl2/HOAc (7 ml 5/2) and treated with mCPBA (270 mg 70% 1.1 mmol) at 0° C. for 30 min. The reaction mixture is poured on 2N Na2CO3 and extracted with ethyl acetate three times. The combined organic phases are dried over Na2SO4, filtered, evaporated to dryness and purified by SiO2 chromatography (ethyl acetate) to yield the title compound (400 mg 100%) as yellow foam.

후처리

  1. extractionextracted with ethyl acetate three times
  2. dry with materialThe combined organic phases are dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated to dryness
  5. custompurified by SiO2 chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-73de37d6fdb241608ba099df9ac382fb
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06891039B2

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