乙氧基乙酰氯 → 1-[2-(7-bromo-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)ethyl]-3-(2-methylethyl)urea

HRID 9502笔记

反应方程式

HRID 9502 反应方程式
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][CH2:14][NH:15][C:16]([NH:18][CH2:19][CH2:20][CH3:21])=[O:17])=[CH:9][CH:8]=[C:7]([Br:22])[CH:6]=2.[CH2:23]([O:25][CH2:26][C:27](Cl)=O)[CH3:24]>N1C=CC=CC=1>[Br:22][C:7]1[CH:8]=[CH:9][C:10]2[C:11]3[N:12]([CH2:13][CH2:14][NH:15][C:16]([NH:18][CH2:19][CH2:20][CH3:21])=[O:17])[C:24]([CH2:23][O:25][CH2:26][CH3:27])=[N:1][C:2]=3[CH:3]=[N:4][C:5]=2[CH:6]=1

参与物

4

反应物 2

HCID 84189乙氧基乙酰氯HCID 219844261-[2-(3-Amino-7-bromoquinolin-4-ylamino)ethyl]-3-(2-methylethyl)urea

产物 1

HCID 219842851-[2-(7-bromo-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)ethyl]-3-(2-methylethyl)urea

试剂、催化剂与溶剂 1

HCID 1049吡啶溶剂

反应条件

温度
80 °C

实验过程

To a stirred solution of 1-[2-(3-amino-7-bromoquinolin-4-ylamino)ethyl]-3-(2-methylethyl)urea (27.2 g, 0.0743 mol) in 600 mL pyridine was slowly added ethoxyacetyl chloride (1.1 equivalents). After 1.5 hours the mixture was yellow and turbid. The reaction mixture was then heated at 80° C. for 12 hours and then concentrated under reduced pressure. The residue was dissolved in water and saturated aqueous potassium carbonate and stirred vigorously for three hours. A precipitate was present, was isolated by filtration, and air-dried for 48 hours to provide 32 g of 1-[2-(7-bromo-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)ethyl]-3-(2-methylethyl)urea.

后处理

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in water
  3. customwas isolated by filtration
  4. customair-dried for 48 hours

来源与证据

ORD记录
ord-9312b9100a3448fd880c4a1e4f95c690
来源数据集
uspto-grants-2006_08
专利号
US07091214B2

反应笔记

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