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1,1'-Carbonyldiimidazole → 5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-N-(4-methyl-2-thiazolyl)-1,2-dihydropyridine-3-carboxamide

HRID 545288
ノート
印刷プレビュー

反応式

HRID 545288 の反応式
[F:1][C:2]1[C:3]([OH:14])=[C:4]([C:11]([OH:13])=O)[C:5](=[O:10])[N:6]([CH3:9])[C:7]=1[CH3:8].C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:27][C:28]1[S:29][CH:30]=[C:31]([CH3:33])[N:32]=1>C(#N)C>[F:1][C:2]1[C:3]([OH:14])=[C:4]([C:11]([NH:27][C:28]2[S:29][CH:30]=[C:31]([CH3:33])[N:32]=2)=[O:13])[C:5](=[O:10])[N:6]([CH3:9])[C:7]=1[CH3:8]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 741432-Amino-4-methylthiazoleHCID 576721225-Fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylic acid

生成物 1

HCID 576195925-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-N-(4-methyl-2-thiazolyl)-1,2-dihydropyridine-3-carboxamide収率 30.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile
溶媒

実験手順

200 mg of 5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylic acid was dissolved in 3 ml of acetonitrile, and 162 mg of carbonyldiimidazole was added to this. The mixture was stirred for 1 hour under heat refluxing condition, then, 114 mg of 2-amino-4-methylthiazole was added, and the resulting mixture was further stirred for 1 hour under heat refluxing condition. Thereafter, the reaction mixture was cooled to room temperature. As a result, a crystal was produced. The produced crystal was collected by filtration, to obtain 90 mg of 5-fluoro-1,6-dimethyl-4-hydroxy-2-oxo-N-(4-methyl-2-thiazol yl)-1,2-dihydropyridine-3-carboxamide (hereinafter, referred to as present compound 31) represented by the formula:

後処理

  1. temperatureunder heat
  2. temperaturerefluxing condition
  3. stirringthe resulting mixture was further stirred for 1 hour
  4. temperatureunder heat
  5. temperaturerefluxing condition
  6. customAs a result, a crystal was produced
  7. filtrationThe produced crystal was collected by filtration

出典と根拠

ORDレコード
ord-ff2824d2808342dc88891b1af6245a09
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07935716B2

反応ノート

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