Dimethylformamide → 4-(2-Fluoro-4-iodo-phenylamino)-1-methyl-5-(5-oxo-4,5-dihydro-[1,3,4]oxadiazol-2-yl)-1H-pyridin-2-one

HRID 917783ノート

反応式

HRID 917783 の反応式
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[C:11]([C:18]([NH:20][NH2:21])=[O:19])=[CH:12][N:13]([CH3:17])[C:14](=[O:16])[CH:15]=1.CN([CH:25]=[O:26])C>>[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[C:11]([C:18]2[O:19][C:25](=[O:26])[NH:21][N:20]=2)=[CH:12][N:13]([CH3:17])[C:14](=[O:16])[CH:15]=1

参加物

3

反応物 2

HCID 6228DimethylformamideHCID 112350284-(2-Fluoro-4-iodo-phenylamino)-1-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid hydrazide

生成物 1

HCID 589628444-(2-Fluoro-4-iodo-phenylamino)-1-methyl-5-(5-oxo-4,5-dihydro-[1,3,4]oxadiazol-2-yl)-1H-pyridin-2-one

実験手順

4-(2-Fluoro-4-iodo-phenylamino)-1-methyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid hydrazide was dissolved in DMF (20 mL) and treated with the 1,1′-carbonydiimidazole (2.90 g, 17.92 mmol). The mixture was stirred at room temperature for 24 hours. The solid was precipitate out. This material was isolated by filtration, washed well with water and hexanes, then dried to afford 4-(2-Fluoro-4-iodo-phenylamino)-1-methyl-5-(5-oxo-4,5-dihydro-[1,3,4]oxadiazol-2-yl)-1H-pyridin-2-one as an off white solid (5.0 g, 71%). (APCI+) calcd for C14H10FIN4O3 428.16 (M+1), found 428.9. Anal. Calcd for C14H10FIN4O3: C, 39.27; H, 2.35; N, 13.09. Found: C, 39.55; H, 2.88; N, 13.12.

後処理

  1. additiontreated with the 1,1′-carbonydiimidazole (2.90 g, 17.92 mmol)
  2. customThe solid was precipitate out
  3. customThis material was isolated by filtration
  4. washwashed well with water and hexanes
  5. customdried

出典と根拠

ORDレコード
ord-76219ae72a9141b88af04a13ff925cff
出典データセット
uspto-grants-2007_09
特許番号
US07273877B2

反応ノート

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