Pyridine → 1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-4,5-dicyano-3-propyl-1,3-dihydro-2H-imidazol-2-one

HRID 465692ノート

反応式

HRID 465692 の反応式
[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]([N:9]2[C:13]([C:14]#[N:15])=[C:12]([C:16]#[N:17])[N:11]([CH3:18])[C:10]2=[O:19])=[C:4]([F:20])[CH:3]=1.C(O[C:25](=O)[CH3:26])(=O)C.N1C=C[CH:31]=[CH:30][CH:29]=1>>[Cl:1][C:2]1[C:7]([O:8][CH2:31][C:30]#[CH:29])=[CH:6][C:5]([N:9]2[C:13]([C:14]#[N:15])=[C:12]([C:16]#[N:17])[N:11]([CH2:18][CH2:25][CH3:26])[C:10]2=[O:19])=[C:4]([F:20])[CH:3]=1

参加物

4

反応物 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 198751891-(4-chloro-2-fluoro-5-hydroxyphenyl)-4,5-dicyano-3-methyl-1,3-dihydro-2H-imidazol-2-one3 回

生成物 1

HCID 198752701-(4-chloro-2-fluoro-5-propargyloxyphenyl)-4,5-dicyano-3-propyl-1,3-dihydro-2H-imidazol-2-one

実験手順

The product of Example 32, 1-(4-chloro-2-fluoro-5-hydroxyphenyl)-4,5-dicyano-3-methyl-1,3-dihydro-2H-imidazol-2-one, (VIII) (200 mg, 0.68 mmol) was stirred in 10 mL pyridine at room temperature. To this mixture was added acetic anhydride (100 mg, 0.98 mmol). After stirring for 10 minutes the mixture was poured over a mixture of ice/HCl and filtered. Recrystallization from ethyl acetate/heptane gave 60 mg of 1-(4-chloro-2-fluoro-5-acetoxyphenyl)-4,5-dicyano-3-methyl-1,3-dihydro-2H-imidazol-2-one (VI) (m.p. 164°-6° C.).

後処理

  1. filtrationfiltered
  2. customRecrystallization from ethyl acetate/heptane

出典と根拠

ORDレコード
ord-00c58af717ab49f6961ef8dbde047771
出典データセット
uspto-grants-1992_10
特許番号
US05153316

反応ノート

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