Potassium Carbonate → 3-[(1S)-1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-5-ethynyl-2-pyridinamine

HRID 1845897ノート

反応式

HRID 1845897 の反応式
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[C@@H:10]([O:12][C:13]1[C:14]([NH2:25])=[N:15][CH:16]=[C:17]([C:19]#[C:20][Si](C)(C)C)[CH:18]=1)[CH3:11].C(=O)([O-])[O-].[K+].[K+]>CO>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[C@@H:10]([O:12][C:13]1[C:14]([NH2:25])=[N:15][CH:16]=[C:17]([C:19]#[CH:20])[CH:18]=1)[CH3:11]

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 89708471HCID 89708471、化合物

生成物 1

HCID 897084843-[(1S)-1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-5-ethynyl-2-pyridinamine収率 94.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

(S)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(2-(trimethylsilyl)ethynyl)-2-aminopyridine (10.6 g, 26.7 mmol) was dissolved in methanol (50 mL), potassium carbonate (7.38 g, 53.4 mmol) was added, and the reaction was stirred overnight at room temperature. TLC test showed that the raw materials were completely reacted. The reaction liquid was concentrated under reduced pressure, extracted with ethyl acetate; the organic layer was washed with water and saturated sodium chloride solution successively, dried over anhydrous sodium sulfate, concentrated; the residue was purified via silica gel column chromatography [petroleum ether:ethyl acetate=3:1 (v:v)] to yield the target product as yellow solid (8.2 g, yield: 94%).

後処理

  1. customwere completely reacted
  2. customThe reaction liquid
  3. concentrationwas concentrated under reduced pressure
  4. extractionextracted with ethyl acetate
  5. washthe organic layer was washed with water and saturated sodium chloride solution successively
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated
  8. customthe residue was purified via silica gel column chromatography [petroleum ether:ethyl acetate=3:1 (v:v)]

出典と根拠

ORDレコード
ord-7c16eb2099e545f586f3b258ba20ce47
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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