Water → 7-bromo-3-chloro-1-fluoro-5H-chromeno[2,3-c]pyridin-5-one

HRID 455558ノート

反応式

HRID 455558 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([C:8]([C:10]2[CH:15]=[C:14]([Cl:16])[N:13]=[C:12]([F:17])[C:11]=2[OH:18])=[O:9])[CH:7]=1.C([O-])([O-])=O.[Cs+].[Cs+].O>O1CCOCC1>[Br:1][C:2]1[CH:7]=[C:6]2[C:5](=[CH:4][CH:3]=1)[O:18][C:11]1[C:12]([F:17])=[N:13][C:14]([Cl:16])=[CH:15][C:10]=1[C:8]2=[O:9]

参加物

5

反応物 3

HCID 962WaterHCID 10796Cesium carbonateHCID 86658357(5-Bromo-2-fluorophenyl)(6-chloro-2-fluoro-3-hydroxypyridin-4-yl)methanone

生成物 1

HCID 574756427-bromo-3-chloro-1-fluoro-5H-chromeno[2,3-c]pyridin-5-one収率 87.3%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

A solution of (5-bromo-2-fluorophenyl)(6-chloro-2-fluoro-3-hydroxypyridin-4-yl)methanone (730 g, 2.10 mol) in dioxane (6 L) was treated with Cs2CO3 (1024 g, 3.14 mol). The reaction mixture was heated to 100° C. for 5 hours and then cooled to RT. Water (9 L) was added and the mixture was stirred vigorously. The resulting solids were filtered, washed with water (1 L×2), hexanes (1 L×1), and EtOAc (700 mL) to provide 602 g of 7-bromo-3-chloro-1-fluoro-5H-chromeno[2,3-c]pyridin-5-one as a light yellow solid.

後処理

  1. temperaturecooled to RT
  2. filtrationThe resulting solids were filtered
  3. washwashed with water (1 L×2), hexanes (1 L×1), and EtOAc (700 mL)

出典と根拠

ORDレコード
ord-2faef6e6bb59474ba6c7c5b19b4c6ead
出典データセット
uspto-grants-2013_07
特許番号
US08497264B2

反応ノート

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