Acetic Acid → Methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinate

HRID 232447노트

반응식

HRID 232447 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:19]=[C:18]([OH:20])[C:17]([F:21])=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13].[N+](=[CH2:24])=[N-].C(O)(=O)C>O1CCCC1.C(OCC)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:19]=[C:18]([O:20][CH3:24])[C:17]([F:21])=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 9550DiazomethaneHCID 178498343Methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-hydroxynicotinate

생성물 1

HCID 13821754Methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinate수율 71.6%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

In 6 ml of tetrahydrofuran was dissolved 200 mg of methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-hydroxynicotinate, and a solution of about 40 mg of diazomethane in diethyl ether was added to the resulting solution with ice-cooling, after which the resulting mixture was subjected to reaction at room temperature for 30 minutes. Subsequently, acetic acid was added until foaming was not caused in the reaction mixture, after which the solvent was removed by distillation under reduced pressure. The crystals thus obtained were washed with 6 ml of isopropyl alcohol to obtain 150 mg (yield 71.6%) of methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-methoxynicotinate having a melting point of 160°-161° C.

후처리

  1. temperaturecooling
  2. customafter which the resulting mixture was subjected to reaction at room temperature for 30 minutes
  3. customafter which the solvent was removed by distillation under reduced pressure
  4. customThe crystals thus obtained
  5. washwere washed with 6 ml of isopropyl alcohol

출처 및 근거

ORD 기록
ord-812edfdb9a9f4b0d90ece79d06812717
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851535

반응 노트

불러오는 중…