Ammonia → HCID 57515518、化合物

HRID 44766ノート

反応式

HRID 44766 の反応式
Cl[C:2]1[C:11]2[N:12]=[C:13]([CH2:21][CH2:22][CH3:23])[N:14]([CH2:15][C:16]3([OH:20])[CH2:19][CH2:18][CH2:17]3)[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.[NH3:24]>CO>[NH2:24][C:2]1[C:11]2[N:12]=[C:13]([CH2:21][CH2:22][CH3:23])[N:14]([CH2:15][C:16]3([OH:20])[CH2:19][CH2:18][CH2:17]3)[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1

参加物

4

反応物 2

HCID 222AmmoniaHCID 575155191-[(4-Chloro-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]cyclobutanol

生成物 1

HCID 57515518HCID 57515518、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
150 °C

実験手順

1-[(4-Chloro-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]cyclobutanol (1.56 g) was combined with a solution of ammonia in methanol (23 mL). The mixture was heated at 150° C. in a pressure vessel for 2 days. A portion of the solvent was removed under vacuum and then the mixture was diluted with additional methanol. A solid was isolated by filtration, washed with methanol, triturated with acetonitrile, and then dried. The material was suspended in water (70 mL). Concentrated hydrochloric acid (1.4 mL) was added and the mixture was heated at 90° C. for 30 minutes. The hot solution was neutralized with solid sodium bicarbonate. The solution was allowed to cool to ambient temperature. A precipitate was isolated by filtration, washed well with water, and then dried to provide 1-[(4-amino-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]cyclobutanol as a white powder, mp 228.0-229.0° C. Anal. Calcd for C18H22N4O C, 69.65; H, 7.14; N, 18.05. Found: C, 69.36; H, 7.24; N, 18.03.

後処理

  1. customA portion of the solvent was removed under vacuum
  2. additionthe mixture was diluted with additional methanol
  3. customA solid was isolated by filtration
  4. washwashed with methanol
  5. customtriturated with acetonitrile
  6. customdried
  7. additionConcentrated hydrochloric acid (1.4 mL) was added
  8. temperaturethe mixture was heated at 90° C. for 30 minutes
  9. temperatureto cool to ambient temperature
  10. customA precipitate was isolated by filtration
  11. washwashed well with water
  12. customdried

出典と根拠

ORDレコード
ord-bada755ca2b44d0ab26b78ebdf22c0de
出典データセット
uspto-grants-2013_09
特許番号
US08541438B2

反応ノート

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