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Tert-butyl4-(3-methyl-2-(phenylcarbamoyl)phenyl)-3-oxobutan-2-ylcarbamate → (S)-3-(1-aminoethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one

HRID 1506101
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HRID 1506101 반응식
C(OC(=O)[NH:7][CH:8]([C:10](=O)[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[C:13]=1[C:19](=[O:27])[NH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:9])(C)(C)C>Cl.CO>[NH2:7][C@H:8]([C:10]1[N:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:19](=[O:27])[C:13]2[C:12]([CH:11]=1)=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:18])[CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 58008575Tert-butyl4-(3-methyl-2-(phenylcarbamoyl)phenyl)-3-oxobutan-2-ylcarbamate2회

생성물 1

HCID 58008747(S)-3-(1-aminoethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one

시약·촉매·용매 1

HCID 21893726Hydrochloride methanol용매

실험 절차

Tert-Butyl 4-(3-methyl-2-(phenylcarbamoyl)phenyl)-3-oxobutan-2-ylcarbamate (compound 4703) (4.61 g, 0.012 mol) was dissolved in HCl/MeOH (50 mL) and stirred at reflux for 30 min. The mixture was concentrated in vacuo and then saturated Na2CO3 solution was added to adjust PH to about 7-8. The resulting solid was collected by filtration and further dried in vacuo to afford the desired product, 3-(1-aminoethyl)-8-methyl-2-phenylisoquinolin-1(2H)-one (compound 4704) (2.9 g, 90% yield, where the ratio of isomers is S:R=5:1) as a white solid.

후처리

  1. temperatureat reflux for 30 min
  2. concentrationThe mixture was concentrated in vacuo
  3. additionsaturated Na2CO3 solution was added
  4. filtrationThe resulting solid was collected by filtration
  5. customfurther dried in vacuo

출처 및 근거

ORD 기록
ord-90d53767ba5c4116ab7912a3c5fa0409
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09216982B2

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