5-Bromopyridine-2-carboxamide → HCID 58149557、化合物

HRID 1920082ノート

反応式

HRID 1920082 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([NH2:10])=[O:9])=[N:6][CH:7]=1.[OH:11][CH:12](O)[C:13]([C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][CH:16]=1)=[O:14]>O1CCOCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([NH:10][CH:12]([OH:11])[C:13]([C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][CH:16]=2)=[O:14])=[O:9])=[N:6][CH:7]=1

参加物

4

反応物 2

HCID 7351515-Bromopyridine-2-carboxamideHCID 5684550216208-20-1

生成物 1

HCID 58149557HCID 58149557、化合物収率 66%

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 mixture of 5-bromopicolinamide 111 (0.588 g, 2.92 mmol) and 2,2-dihydroxy-1-(naphthalen-1-yl)ethanone 112 (1.20 g, 5.67 mmol) in dioxane (20 mL) were heated at 100° C. for 18 hours. The dioxane was removed under vacuum and the residue was dissolved in chloroform and methanol and concentrated onto silica gel. The material was purified by auto flash system (CH2Cl2 to 1% MeOH: CH2Cl2) to give 5-bromo-N-(1-hydroxy-2-(naphthalen-1-yl)-2-oxoethyl)picolinamide 113 as a tan solid (0.74 g, 66%).

後処理

  1. customThe dioxane was removed under vacuum
  2. dissolutionthe residue was dissolved in chloroform
  3. concentrationmethanol and concentrated onto silica gel
  4. customThe material was purified by auto flash system (CH2Cl2 to 1% MeOH: CH2Cl2)

出典と根拠

ORDレコード
ord-1eeb2caaeeac4f419dd0e77c598cef4c
出典データセット
uspto-grants-2012_05
特許番号
US08168795B2

反応ノート

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