3-Bromoaniline → 4-(3-Bromo-phenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile

HRID 276855ノート

反応式

HRID 276855 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][N:8]=[C:9]([F:12])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:13]#[N:14].[Br:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19]>C(O)C>[Br:15][C:16]1[CH:17]=[C:18]([NH:19][C:2]2[C:11]3[C:6](=[CH:7][N:8]=[C:9]([F:12])[CH:10]=3)[N:5]=[CH:4][C:3]=2[C:13]#[N:14])[CH:20]=[CH:21][CH:22]=1

参加物

4

反応物 2

HCID 115623-BromoanilineHCID 185489604-Chloro-6-fluoro-1,7-naphthyridine-3-carbonitrile

生成物 1

HCID 185489794-(3-Bromo-phenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile収率 87%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

To 1.9 g of 4-chloro-6-fluoro-[1.7]naphthyridine-3-carbonitrile in 30 mL of absolute ethanol was added 1.6 mL of 3-bromoaniline. After refluxing the reaction under an inert atmosphere for 8 hours, the reaction mixture was cooled to 0° C. and the product was filtered and washed with cold ethanol. Drying in vacuo yielded 2.7 g (87%) of 4-(3-bromo-phenylamino)-6-fluoro-[1.7]naphthyridine-3-carbonitrile as an off-white solid: melting point 185-195° C.; mass spectrum (m/e): M+H 343.0, 345.1.

後処理

  1. temperatureAfter refluxing
  2. customthe reaction under an inert atmosphere for 8 hours
  3. filtrationthe product was filtered
  4. washwashed with cold ethanol
  5. customDrying in vacuo

出典と根拠

ORDレコード
ord-da8df5cd0c6e46409fd2ba0f86b44905
出典データセット
uspto-grants-2002_03
特許番号
US06355636B1

反応ノート

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