Lithium iodide → 2-[2-(2,4-Dichloro-phenoxy)acetylamino]-isonicotinic acid

HRID 1945435ノート

反応式

HRID 1945435 の反応式
C[O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][N:7]=[C:6]([NH:10][C:11](=[O:22])[CH2:12][O:13][C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])[CH:5]=1.[I-].[Li+]>N1C=CC=CC=1>[Cl:21][C:15]1[CH:16]=[C:17]([Cl:20])[CH:18]=[CH:19][C:14]=1[O:13][CH2:12][C:11]([NH:10][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][N:7]=1)[C:3]([OH:23])=[O:2])=[O:22]

参加物

4

反応物 2

HCID 66321Lithium iodideHCID 24812094HCID 24812094、化合物

生成物 1

HCID 580013332-[2-(2,4-Dichloro-phenoxy)acetylamino]-isonicotinic acid収率 41.9%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of 2-[2-(2,4-dichloro-phenoxy)-acetylamino]-isonicotinic acid methyl ester (50 mg, 0.14 mmol) and lithium Iodide (189 mg, 1.41 mmol) in pyridine (3 mL) was heated to reflux until reaction completion, then cooled and distilled off the solvent under reduced pressure. The residue was taken up in water, neutralized and extracted with methanol/MC mixture (10%). The combined extracts were washed with brine and water, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The resultant crude product was purified by HPLC (MeOH/MC=10%) to afford 2-[2-(2,4-dichloro-phenoxy)acetylamino]-isonicotinic acid as a colorless solid (0.02 g, 41% yield).

後処理

  1. temperatureto reflux until reaction completion
  2. temperaturecooled
  3. distillationdistilled off the solvent under reduced pressure
  4. extractionextracted with methanol/MC mixture (10%)
  5. washThe combined extracts were washed with brine and water
  6. dry with materialdried over anhydrous MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe resultant crude product was purified by HPLC (MeOH/MC=10%)

出典と根拠

ORDレコード
ord-50fc904dfb2d408eb0cd0035fcd912a2
出典データセット
uspto-grants-2013_03
特許番号
US08394799B2

反応ノート

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