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

HRID 9502

반응식

HRID 9502 반응식
[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

참가 물질

4

반응물 2

HCID 84189Ethoxyacetyl chlorideHCID 219844261-[2-(3-Amino-7-bromoquinolin-4-ylamino)ethyl]-3-(2-methylethyl)urea

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-9312b9100a3448fd880c4a1e4f95c690
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091214B2

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