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

HRID 1845884ノート

反応式

HRID 1845884 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-ee9b7764988f420a91bef88334ab42fc
出典データセット
uspto-grants-2015_02
特許番号
US08952002B2

反応ノート

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