Dichloromethane → HCID 66649325, 화합물

HRID 418490

반응식

HRID 418490 반응식
[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

참가 물질

6

반응물 4

HCID 6344Dichloromethane3회HCID 65578Oxalyl chlorideHCID 1232211-Adamantaneacetic acidHCID 59515791(R)-2-(5-Amino-6-chloro-1-oxoisoquinolin-2(1H)-yl)propanamide

생성물 1

HCID 66649325HCID 66649325, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7c58293af81f476286d1e9b21f13d9ec
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093265B2

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