Ammonia → 2-(ethoxymethyl)-1-[(3-methylisoxazol-5-yl)methyl]-1H-imidazo[4,5-c]quinolin-4-amine

HRID 606045노트

반응식

HRID 606045 반응식
Cl[C:2]1[C:11]2[N:12]=[C:13]([CH2:22][O:23][CH2:24][CH3:25])[N:14]([CH2:15][C:16]3[O:20][N:19]=[C:18]([CH3:21])[CH:17]=3)[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.[NH3:26]>CO>[CH2:24]([O:23][CH2:22][C:13]1[N:14]([CH2:15][C:16]2[O:20][N:19]=[C:18]([CH3:21])[CH:17]=2)[C:10]2[C:9]3[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=3[N:3]=[C:2]([NH2:26])[C:11]=2[N:12]=1)[CH3:25]

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 866168734-chloro-2-(ethoxymethyl)-1-[(3-methylisoxazol-5-yl)methyl]-1H-imidazo[4,5-c]quinoline

생성물 1

HCID 590266862-(ethoxymethyl)-1-[(3-methylisoxazol-5-yl)methyl]-1H-imidazo[4,5-c]quinolin-4-amine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A slurry of 4-chloro-2-(ethoxymethyl)-1-[(3-methylisoxazol-5-yl)methyl]-1H-imidazo[4,5-c]quinoline (4.21 g, 11.8 mmol) in a solution of 7 M ammonia in methanol (50 mL) was heated at 150° C. for 22 hours in a Parr pressure vessel. The volatiles were removed under reduced pressure and the resulting solid was triturated with water. A tan solid was isolated and purified by flash chromatography (silica gel, gradient elution from 9:1 to 1:1 chloroform/CMA) to yield 43.2 mg of pure 2-(ethoxymethyl)-1-[(3-methylisoxazol-5-yl)methyl]-1H-imidazo[4,5-c]quinolin-4-amine as a white powder, mp 178.0-180.0° C.

후처리

  1. customThe volatiles were removed under reduced pressure
  2. customthe resulting solid was triturated with water
  3. customA tan solid was isolated
  4. custompurified by flash chromatography (silica gel, gradient elution from 9:1 to 1:1 chloroform/CMA)

출처 및 근거

ORD 기록
ord-b5685879c0d4441c93c32bfd5b0be417
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915281B2

반응 노트

불러오는 중…