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

HRID 1945435노트

반응식

HRID 1945435 반응식
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]

참가 물질

4

반응물 2

HCID 66321Lithium iodideHCID 24812094HCID 24812094, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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).

후처리

  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%)

출처 및 근거

ORD 기록
ord-50fc904dfb2d408eb0cd0035fcd912a2
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394799B2

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