2,4-Diaminoanisole → Methyl 1-((5-methoxypyridin-2-yl)amino)isoquinoline-5-carboxylate

HRID 1051274

반응식

HRID 1051274 반응식
Cl[C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([C:12]([O:14][CH3:15])=[O:13])[C:6]=2[CH:5]=[CH:4][N:3]=1.[NH2:16][C:17]1[C:18]([O:24][CH3:25])=[CH:19][CH:20]=[C:21](C=1)[NH2:22]>CC(O)C>[CH3:25][O:24][C:18]1[CH:19]=[CH:20][C:21]([NH:22][C:2]2[C:11]3[CH:10]=[CH:9][CH:8]=[C:7]([C:12]([O:14][CH3:15])=[O:13])[C:6]=3[CH:5]=[CH:4][N:3]=2)=[N:16][CH:17]=1

참가 물질

4

반응물 2

HCID 119762,4-DiaminoanisoleHCID 72213626Methyl 1-chloroisoquinoline-5-carboxylate

생성물 1

HCID 118090896Methyl 1-((5-methoxypyridin-2-yl)amino)isoquinoline-5-carboxylate수율 61%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
90 °C

실험 절차

Methyl 1-chloroisoquinoline-5-carboxylate (0.5 g, 2.26 mmol) obtained in Step (1) above was dissolved in 2-propanol (5 mL), and added with 5-amino-p-methoxyaniline (0.33 g, 2.74 mmol) at room temperature. The reaction solution was sealed and stirred for 4 hours or more at 90° C. The reaction mixture was cooled to room temperature, and the solvent was distilled under reduced pressure. The concentrated solid was added with diethyl ether, the solid thus obtained was filtered under reduced pressure. The resulting solid was dried with warm wind in an oven (40° C.) for 3 hours or more to obtain the title compound (0.42 g, 61%).

후처리

  1. customThe reaction solution was sealed
  2. temperatureThe reaction mixture was cooled to room temperature
  3. distillationthe solvent was distilled under reduced pressure
  4. additionThe concentrated solid was added with diethyl ether
  5. customthe solid thus obtained
  6. filtrationwas filtered under reduced pressure
  7. customThe resulting solid was dried
  8. temperaturewith warm wind in an oven (40° C.) for 3 hours or more

출처 및 근거

ORD 기록
ord-7c238f88d77f4455b4cbf752ed320990
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388165B2

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