Potassium Carbonate → 3-(1-(2,6-Dichloro-3-fluorophenyl)ethoxy)-5-ethynyl-2-aminopyridine

HRID 1845884노트

반응식

HRID 1845884 반응식
C[Si]([C:5]#[C:6][C:7]1[CH:8]=[C:9]([O:14][CH:15]([C:17]2[C:22]([Cl:23])=[CH:21][CH:20]=[C:19]([F:24])[C:18]=2[Cl:25])[CH3:16])[C:10]([NH2:13])=[N:11][CH:12]=1)(C)C.C([O-])([O-])=O.[K+].[K+]>C1COCC1.CO>[C:6]([C:7]1[CH:8]=[C:9]([O:14][CH:15]([C:17]2[C:22]([Cl:23])=[CH:21][CH:20]=[C:19]([F:24])[C:18]=2[Cl:25])[CH3:16])[C:10]([NH2:13])=[N:11][CH:12]=1)#[CH:5]

참가 물질

5

반응물 2

HCID 11430Potassium CarbonateHCID 1234568855-Trimethylsilylethynyl-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-aminopyridine

생성물 1

HCID 897084823-(1-(2,6-Dichloro-3-fluorophenyl)ethoxy)-5-ethynyl-2-aminopyridine수율 69.3%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

5-trimethylsilylethynyl-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-aminopyridine (1.5 g, 3.77 mmol) was dissolved in the mixed solvent of THF (10 mL) and MeOH (10 mL), K2CO3 (1.04 g, 7.55 mmol) was added, and the mixture was stirred for 2 h at room temperature. The majority of the solvent was removed under reduced pressure, water (10 mL) was added. The resultant mixture was extracted with ethyl acetate (3×20 mL), the organic phases were combined, washed with water and saturated brine successively, dried over anhydrous sodium sulfate, and then concentrated, the resultant residue was purified via silica gel column chromatography (petroleum ether/ethyl acetate=3:1) to yield 850 mg of the target product as brown solid.

후처리

  1. additionwas added
  2. customThe majority of the solvent was removed under reduced pressure, water (10 mL)
  3. additionwas added
  4. extractionThe resultant mixture was extracted with ethyl acetate (3×20 mL)
  5. washwashed with water and saturated brine successively
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated
  8. customthe resultant residue was purified via silica gel column chromatography (petroleum ether/ethyl acetate=3:1)

출처 및 근거

ORD 기록
ord-ee9b7764988f420a91bef88334ab42fc
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952002B2

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