1-(3-fluoro-4-methylphenyl)piperazine → HCID 18523254、化合物

HRID 413040ノート

反応式

HRID 413040 の反応式
[Cl:1][C:2]1[C:22](F)=[CH:21][C:5]2[C:6]3[C:7](=[O:20])[C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][N:10]([CH3:14])[C:11]=3[CH:12]=[N:13][C:4]=2[C:3]=1[F:24].[F:25][C:26]1[CH:27]=[C:28]([N:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)[CH:29]=[CH:30][C:31]=1[CH3:32]>CS(C)=O>[Cl:1][C:2]1[C:22]([N:36]2[CH2:35][CH2:34][N:33]([C:28]3[CH:29]=[CH:30][C:31]([CH3:32])=[C:26]([F:25])[CH:27]=3)[CH2:38][CH2:37]2)=[CH:21][C:5]2[C:6]3[C:7](=[O:20])[C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][N:10]([CH3:14])[C:11]=3[CH:12]=[N:13][C:4]=2[C:3]=1[F:24]

参加物

4

反応物 2

HCID 47388061-(3-fluoro-4-methylphenyl)piperazine2 回HCID 18523246HCID 18523246、化合物

生成物 1

HCID 18523254HCID 18523254、化合物収率 42.8%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
80 °C

実験手順

A stirred suspension of 1 g of ethyl 8-chloro-7,9-difluoro-4-methyl-1-oxo-1,4-dihydrobenzo[f][1,7]naphthyridine-2-carboxylate and 1.2 g of 1-(3-fluoro-4-methylphenyl)piperazine in 15 cm3 of dimethyl sulphoxide was heated to a temperature in the region of 80° C. After 20 hours, 0.6 g of 1-(3-fluoro-4-methylphenyl)piperazine was added and the heating was continued for an additional 8 hours. After 28 hours, the reaction mixture was cooled and then filtered. The precipitate was washed twice with 10 cm3 of water, twice with 5 cm3 of ethanol, and twice with 5 cm3 of diisopropyl ether. 0.64 g of ethyl 8-chloro-7-fluoro-9-[4-(3-fluoro-4-methylphenyl)piperazin-1-yl]-4-methyl-1-oxo-1,4-dihydrobenzo[f][1,7]naphthyridine-2-carboxylate was obtained in the form of a greenish-yellow solid, which melted at 350° C. with decomposition.

後処理

  1. waitthe heating was continued for an additional 8 hours
  2. waitAfter 28 hours
  3. temperaturethe reaction mixture was cooled
  4. filtrationfiltered
  5. washThe precipitate was washed twice with 10 cm3 of water, twice with 5 cm3 of ethanol

出典と根拠

ORDレコード
ord-7d192d0cf96d47d38f2c320cc1c12b57
出典データセット
uspto-grants-2003_05
特許番号
US06566362B2

反応ノート

読み込み中…