Potassium Carbonate → Methyl 5-(2,2-difluoroethoxy)-3-methylpyrazine-2-carboxylate

HRID 627704ノート

反応式

HRID 627704 の反応式
Cl[C:2]1[N:3]=[C:4]([CH3:12])[C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1.[F:13][CH:14]([F:17])[CH2:15][OH:16].C(=O)([O-])[O-].[K+].[K+]>O>[F:13][CH:14]([F:17])[CH2:15][O:16][C:2]1[N:3]=[C:4]([CH3:12])[C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 1361872,2-Difluoroethan-1-olHCID 72218580Methyl 5-chloro-3-methylpyrazine-2-carboxylate

生成物 1

HCID 86728150Methyl 5-(2,2-difluoroethoxy)-3-methylpyrazine-2-carboxylate収率 20.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of methyl 5-chloro-3-methylpyrazine-2-carboxylate (255 mg, 1.367 mmol) in 2,2-difluoroethanol (0.52 mL, 8.20 mmol) was added potassium carbonate (227 mg, 1.640 mmol). The reaction was stirred at ambient temperature for 1.5 hrs. The reaction was treated with water and extracted with ethyl acetate. The organic portion was dried over Na2SO4, filtered, concentrated and purified by column chromatography, eluting with 0-2% MeOH/DCM to give the title compound (63.8 mg, 0.275 mmol, 20.1%). MS m/z=233.1 (M+H).

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic portion was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified by column chromatography
  6. washeluting with 0-2% MeOH/DCM

出典と根拠

ORDレコード
ord-268f8a4fb9ae4328941255e471e9b755
出典データセット
uspto-grants-2016_04
特許番号
US09309263B2

反応ノート

読み込み中…