Dichloromethane → HCID 66649325、化合物

HRID 418490ノート

反応式

HRID 418490 の反応式
[C:1]12(CC(O)=O)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.C(Cl)Cl.[C:18](Cl)(=[O:22])[C:19](Cl)=O.[NH2:24][C:25]1[C:34]([Cl:35])=[CH:33][CH:32]=[C:31]2[C:26]=1[CH:27]=[CH:28][N:29]([C@H:37]([CH3:41])[C:38]([NH2:40])=[O:39])[C:30]2=[O:36]>CN(C)C=O>[Cl:35][C:34]1[C:25]([NH:24][C:18](=[O:22])[CH2:19][CH:10]2[CH:5]3[CH2:6][CH:7]4[CH2:9][CH:3]([CH2:2][CH:1]2[CH2:8]4)[CH2:4]3)=[C:26]2[C:31](=[CH:32][CH:33]=1)[C:30](=[O:36])[N:29]([C@H:37]([CH3:41])[C:38]([NH2:40])=[O:39])[CH:28]=[CH:27]2

参加物

6

反応物 4

HCID 6344Dichloromethane3 回HCID 65578Oxalyl chlorideHCID 1232211-Adamantaneacetic acidHCID 59515791(R)-2-(5-Amino-6-chloro-1-oxoisoquinolin-2(1H)-yl)propanamide

生成物 1

HCID 66649325HCID 66649325、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of 1-adamantaneacetic acid (600 mg, 0.003 mol) in methylene chloride (5 mL, 0.08 mol) was added oxalyl chloride (0.3 mL, 0.003 mol) and a drop of N,N-dimethylformamide at 0° C. The reaction was stirred at that temperature for 1 h. the solvent was removed under reduced pressureunder reduced pressure and dried under nitrogen. The residue was redissolved in methylene chloride (5 mL, 0.08 mol) and added to a solution of (R)-2-(5-amino-6-chloro-1-oxoisoquinolin-2(1H)-yl)propanamide (420 mg, 0.0016 mol) in methylene chloride (5 mL, 0.08 mol) and N,N-dimethylformamide (2 mL, 0.02 mol), and stirred for 2 hours. the solvent was removed under reduced pressure and the residue was dissolved in 1:3 isopropyl alcohol/chloroform and washed with 1N hydrochloric acid. the solvent was removed under reduced pressure and the residue was purified by flash chromatography to afford the product as an off white solid.

後処理

  1. customat 0° C
  2. customwas removed
  3. customdried under nitrogen
  4. stirringstirred for 2 hours
  5. customthe solvent was removed under reduced pressure
  6. dissolutionthe residue was dissolved in 1:3 isopropyl alcohol/chloroform
  7. washwashed with 1N hydrochloric acid
  8. customthe solvent was removed under reduced pressure
  9. customthe residue was purified by flash chromatography
  10. customto afford the product as an off white solid

出典と根拠

ORDレコード
ord-7c58293af81f476286d1e9b21f13d9ec
出典データセット
uspto-grants-2012_01
特許番号
US08093265B2

反応ノート

読み込み中…