Hydrochloric Acid → 6-Bromo-3,3-dimethyl-1H-pyrido[2,3-b][1,4]oxazin-2-one

HRID 1842042ノート

反応式

HRID 1842042 の反応式
C[O:2][C:3](=O)[C:4]([O:7][C:8]1[C:13]([N+:14]([O-])=O)=[CH:12][CH:11]=[C:10]([Br:17])[N:9]=1)([CH3:6])[CH3:5].[Sn].Cl>O>[Br:17][C:10]1[CH:11]=[CH:12][C:13]2[NH:14][C:3](=[O:2])[C:4]([CH3:6])([CH3:5])[O:7][C:8]=2[N:9]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 5352426Tin atomHCID 866651342-(6-Bromo-3-nitro-pyridin-2-yloxy)-2-methyl-propionic acid methyl ester

生成物 1

HCID 866651356-Bromo-3,3-dimethyl-1H-pyrido[2,3-b][1,4]oxazin-2-one収率 65%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
85 °C

実験手順

To a solution of 640 mg 2-(6-Bromo-3-nitro-pyridin-2-yloxy)-2-methyl-propionic acid methyl ester and 542 mg tin powder were added dropwise 10 ml concentrated hydrochlorid acid upon cooling in an ice bath so that the reaction temperature did not exceed 40° C. The ice bath was then removed and the reaction mixture stirred at 85° C. for one hour. To the cooled reaction mixture was added 100 ml water. The precipitate was collected and dissolved in 300 ml ethyl acetate dried over MgSO4 then the ethyl acetate was removed in vacuo to obtain 335 mg 6-Bromo-3,3-dimethyl-1H-pyrido[2,3-b][1,4]oxazin-2-one as a white solid.

後処理

  1. temperatureupon cooling in an ice bath so that the reaction temperature
  2. customdid not exceed 40° C
  3. customThe ice bath was then removed
  4. customTo the cooled reaction mixture
  5. customThe precipitate was collected
  6. dissolutiondissolved in 300 ml ethyl acetate
  7. dry with materialdried over MgSO4
  8. customthe ethyl acetate was removed in vacuo

出典と根拠

ORDレコード
ord-e808171cad3c4bb783136ee3100d510f
出典データセット
uspto-grants-2015_02
特許番号
US08946212B2

反応ノート

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