Tetrahydrofuran → 6-amino-4-[2-[4-(1H-indol-3-yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone

HRID 2209975ノート

反応式

HRID 2209975 の反応式
O1CCCC1.[NH:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([CH:15]2[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][C:23]3[C:32]4[C:27](=[CH:28][CH:29]=[C:30]([N+:33]([O-])=O)[CH:31]=4)[NH:26][C:25](=[O:36])[CH:24]=3)[CH2:17][CH2:16]2)=[CH:7]1>CO>[NH2:33][C:30]1[CH:31]=[C:32]2[C:27](=[CH:28][CH:29]=1)[NH:26][C:25](=[O:36])[CH:24]=[C:23]2[CH2:22][CH2:21][N:18]1[CH2:17][CH2:16][CH:15]([C:8]2[C:9]3[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=3)[NH:6][CH:7]=2)[CH2:20][CH2:19]1

参加物

4

反応物 2

HCID 8028TetrahydrofuranHCID 193796784-[2-[4-(1H-indol-3-yl)-1-piperidinyl]ethyl]-6-nitro-2(1H)-quinolinone

生成物 1

HCID 193796936-amino-4-[2-[4-(1H-indol-3-yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone収率 77.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
55 °C

実験手順

Into a mixed solvent of tetrahydrofuran (800 ml) and methanol (200 ml) was dissolved 4-[2-[4-(1H-indol-3-yl)-1-piperidinyl]ethyl]-6-nitro-2(1H)-quinolinone (III-19) (6 g, 14.4 mmol) under heating. Paladium on carbon (2.5 g) was added thereto and the mixture was stirred under hydrogen atmosphere at 55 ° C. for 4 hours. The reaction mixture was filtered at the same temperature and the solvent was distilled off from the filtrate. The residue was dried and then recrystallized from a mixture of methanol, THF and water to give the desired product (III-20) (4.3 g) as pale yellow crystals (mp 214°-216 ° C. (methanol/tetrahydrofuran water)). Yield 77.3 %.

後処理

  1. temperatureunder heating
  2. additionPaladium on carbon (2.5 g) was added
  3. filtrationThe reaction mixture was filtered at the same temperature
  4. distillationthe solvent was distilled off from the filtrate
  5. customThe residue was dried
  6. customrecrystallized from a mixture of methanol, THF and water

出典と根拠

ORDレコード
ord-ac9aff5d334c4a528ded1df787b81043
出典データセット
uspto-grants-1995_10
特許番号
US05457099

反応ノート

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