Diisopropylethylamine → N-[2-(2-Dimethylamino-ethyl)-1-oxo-1,2-dihydro-isoquinolin-5-yl]-2-p-tolyl-acetamide

HRID 1037761노트

반응식

HRID 1037761 반응식
[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]([CH2:13][CH2:14][N:15]([CH3:17])[CH3:16])[C:7]2=[O:12].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[C:42]1([CH3:52])[CH:47]=[CH:46][C:45]([CH2:48][C:49](O)=[O:50])=[CH:44][CH:43]=1.CCN(C(C)C)C(C)C>C(Cl)Cl>[CH3:16][N:15]([CH3:17])[CH2:14][CH2:13][N:6]1[CH:5]=[CH:4][C:3]2[C:8](=[CH:9][CH:10]=[CH:11][C:2]=2[NH:1][C:49](=[O:50])[CH2:48][C:45]2[CH:46]=[CH:47][C:42]([CH3:52])=[CH:43][CH:44]=2)[C:7]1=[O:12]

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 248474p-Tolylacetic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 595794535-Amino-2-(2-dimethylamino-ethyl)-2H-isoquinolin-1-one

생성물 1

HCID 24785068N-[2-(2-Dimethylamino-ethyl)-1-oxo-1,2-dihydro-isoquinolin-5-yl]-2-p-tolyl-acetamide수율 27.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

5-Amino-2-(2-dimethylamino-ethyl)-2H-isoquinolin-1-one (50 mg, 0.2 mmol), HATU (99 mg, 0.26 mmol), p-tolylacetic acid (39 mg, 0.26 mmol) and DIPEA (110 mg, 0.86 mmol) were stirred in methylene chloride (3 mL) at room temperature for 18 hours. The mixture was purified via flash chromatography (12 g of silica gel, 0-10% MeOH/CH2Cl2 gradient) gave N-[2-(2-Dimethylamino-ethyl)-1-oxo-1,2-dihydro-isoquinolin-5-yl]-2-p-tolyl-acetamide as a white solid (20 mg, 0.055 mmol, 27%).

후처리

  1. customThe mixture was purified via flash chromatography (12 g of silica gel, 0-10% MeOH/CH2Cl2 gradient)

출처 및 근거

ORD 기록
ord-84cfb8f6ef094c54a716eb61700721ac
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546579B2

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