Diisopropylethylamine → N-(4-chlorobenzyl)-2-{[[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-hydroxyethyl](methyl)amino]methyl}-3,4-dimethyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide

HRID 23629노트

반응식

HRID 23629 반응식
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:23])[C:12]3[S:19][C:18]([CH2:20]Cl)=[C:17]([CH3:22])[C:13]=3[N:14]([CH3:16])[CH:15]=2)=[O:9])=[CH:4][CH:3]=1.[O:26]1[C:31]2[CH:32]=[CH:33][C:34]([CH:36]([OH:40])[CH2:37][NH:38][CH3:39])=[CH:35][C:30]=2[O:29][CH2:28][CH2:27]1.C(N(C(C)C)CC)(C)C>CN(C=O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:23])[C:12]3[S:19][C:18]([CH2:20][N:38]([CH2:37][CH:36]([C:34]4[CH:33]=[CH:32][C:31]5[O:26][CH2:27][CH2:28][O:29][C:30]=5[CH:35]=4)[OH:40])[CH3:39])=[C:17]([CH3:22])[C:13]=3[N:14]([CH3:16])[CH:15]=2)=[O:9])=[CH:24][CH:25]=1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 225743001-(2,3-Dihydro-1,4-benzodioxin-6-yl)-2-(methylamino)ethan-1-olHCID 22574363N-(4-chlorobenzyl)-2-(chloromethyl)-3,4-dimethyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide

생성물 1

HCID 10289807N-(4-chlorobenzyl)-2-{[[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-hydroxyethyl](methyl)amino]methyl}-3,4-dimethyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide수율 73.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of N-(4-chlorobenzyl)-2-(chloromethyl)-3,4-dimethyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide (100 mg, 0.253 mmol), 1-(1,4-benzodioxan-6-yl)-2-(methylamino)ethanol (Preparation 13, 79 mg, 0.38 mmol), and diisopropylethylamine (66 μL, 0.38 mmol) in dry DMF (5.5 mL) was stirred at room temperature for 18 hours. The solution was then diluted with water (20 mL). The resulting precipitate was collected by filtration and the collected solid was dried in vacuo at 60° C. to provide the titled compound (105 mg) as an off white solid.

후처리

  1. filtrationThe resulting precipitate was collected by filtration
  2. customthe collected solid was dried in vacuo at 60° C.

출처 및 근거

ORD 기록
ord-1150ca91e56143a0a81167459b8a350f
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852731B2

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