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

HRID 1051274ノート

反応式

HRID 1051274 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
90 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-7c238f88d77f4455b4cbf752ed320990
出典データセット
uspto-grants-2016_07
特許番号
US09388165B2

反応ノート

読み込み中…