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

HRID 1037761ノート

反応式

HRID 1037761 の反応式
[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]

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-84cfb8f6ef094c54a716eb61700721ac
出典データセット
uspto-grants-2013_10
特許番号
US08546579B2

反応ノート

読み込み中…