Phosphorus oxychloride → N-[4-(Cyano-dimethyl-methyl)-2-fluoro-benzyl]-2-(4-fluoro-phenoxy)-nicotinamide

HRID 1297588ノート

反応式

HRID 1297588 の反応式
[C:1]([C:4]([C:7]1[CH:30]=[CH:29][C:10]([CH2:11][NH:12][C:13](=[O:28])[C:14]2[CH:19]=[CH:18][CH:17]=[N:16][C:15]=2[O:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)=[C:9]([F:31])[CH:8]=1)([CH3:6])[CH3:5])(=O)[NH2:2].P(Cl)(Cl)(Cl)=O>>[C:1]([C:4]([CH3:6])([CH3:5])[C:7]1[CH:30]=[CH:29][C:10]([CH2:11][NH:12][C:13](=[O:28])[C:14]2[CH:19]=[CH:18][CH:17]=[N:16][C:15]=2[O:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)=[C:9]([F:31])[CH:8]=1)#[N:2]

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 10295972N-[4-(1-Carbamoyl-1-methyl-ethyl)-2-fluoro-benzyl]-2-(4-fluoro-phenoxy)-nicotinamide

生成物 1

HCID 17832827N-[4-(Cyano-dimethyl-methyl)-2-fluoro-benzyl]-2-(4-fluoro-phenoxy)-nicotinamide収率 82.1%

反応条件

温度
90 °C

実験手順

To N-[4-(1-Carbamoyl-1-methyl-ethyl)-2-fluoro-benzyl]-2-(4-fluoro-phenoxy)-nicotinamide (3.00 g) in a 50 mL flask was added phosphorous oxychloride (3.29 mL). The solution was heated for 1 h at 90° C. The solution was then cooled in an ice bath, poured over satd. aq. sodium carbonate (50 mL), then extracted with ethyl acetate (4×100 mL). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated in vacuo, yielding the title compound (2.36 g).

後処理

  1. temperatureThe solution was then cooled in an ice bath
  2. additionpoured over satd
  3. extractionaq. sodium carbonate (50 mL), then extracted with ethyl acetate (4×100 mL)
  4. dry with materialThe combined organic layers were dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-ebaace09f7c54565877232c0ad3c12a7
出典データセット
uspto-grants-2007_07
特許番号
US07250518B2

反応ノート

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