Phosphorus oxychloride → Methyl 6-chloro-2-(2,4-difluorophenylamino)-5-fluoronicotinate

HRID 232450ノート

反応式

HRID 232450 の反応式
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:19]=[C:18](O)[C:17]([F:21])=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13].P(Cl)(Cl)(Cl)(Cl)[Cl:23].P(Cl)(Cl)(Cl)=O>O>[Cl:23][C:18]1[C:17]([F:21])=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[C:10]([NH:9][C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[F:1])[N:19]=1

参加物

5

反応物 3

HCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 178498343Methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-hydroxynicotinate

生成物 1

HCID 13849310Methyl 6-chloro-2-(2,4-difluorophenylamino)-5-fluoronicotinate収率 34.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 9.5 g of methyl 2-(2,4-difluorophenylamino)-5-fluoro-6-hydroxynicotinate, 26.5 g of phosphorus pentachloride and 46.9 g of phosphorus oxychloride was subjected to reaction at 70°-80° C. for 4 hours. Subsequently, the reaction mixture was gradually added to 285 ml of water, and the crystals thus deposited were collected by filtration and then washed with 57 ml of water. The crystals thus obtained were purified by a column chromatography [Wako Silica Gel C-200, eluant: toluene] to obtain 3.5 g (yield 34.7%) of methyl 6-chloro-2-(2,4-difluorophenylamino)-5fluoronicotinate having a melting point of 137°-139° C.

後処理

  1. customwas subjected to reaction at 70°-80° C. for 4 hours
  2. filtrationthe crystals thus deposited were collected by filtration
  3. washwashed with 57 ml of water
  4. customThe crystals thus obtained
  5. customwere purified by a column chromatography [Wako Silica Gel C-200, eluant: toluene]

出典と根拠

ORDレコード
ord-88d69cd5f3a24bce9cbf2c51bfede129
出典データセット
uspto-grants-1989_07
特許番号
US04851535

反応ノート

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