Pyridine → Quinoline carboxamide derivative 1

HRID 1259845

反応式

HRID 1259845 の反応式
[C:1]1([C:7]2[CH:16]=[C:15]([C:17](Cl)=[O:18])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.[NH2:26][C:27]1[O:28][C:29]([C:32]2[O:33][CH:34]=[CH:35][CH:36]=2)=[N:30][N:31]=1>CO>[O:33]1[CH:34]=[CH:35][CH:36]=[C:32]1[C:29]1[O:28][C:27]([NH:26][C:17]([C:15]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH:16]=2)=[O:18])=[N:31][N:30]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 2021855-(Furan-2-yl)-1,3,4-oxadiazol-2-amineHCID 27604092-Phenylquinoline-4-carbonyl chloride

生成物 1

HCID 4253236Quinoline carboxamide derivative 1収率 43.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

2-phenyl-4-quinolinecarbonyl chloride (2.00 g, 7.47 mmol) was added in small portions to a pyridine (40 mL) solution of commercially available 2-amino-5-(2-furyl)-1,3,4-oxadiazole (1.69 g, 11.2 mmol), and the mixture was heated with stirring at 60° C. for 6 hours. To the reaction solution, methanol was added, and the solvent was distilled off. The obtained residue was triturated by the addition of water. The deposited crystal was collected by filtration, washed with methanol and then with ethyl acetate, and then recrystallized from DMF-methanol to obtain the title compound (1.23 g, 3.22 mmol) as a light brown powder (yield: 43%).

後処理

  1. temperaturethe mixture was heated
  2. distillationthe solvent was distilled off
  3. customThe obtained residue was triturated by the addition of water
  4. filtrationThe deposited crystal was collected by filtration
  5. washwashed with methanol
  6. customwith ethyl acetate, and then recrystallized from DMF-methanol

出典と根拠

ORDレコード
ord-ee5b437691344d60bdb8eed564e0619d
出典データセット
uspto-grants-2013_06
特許番号
US08466290B2

関連ノート

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