Dimethylcarbamoyl Chloride → 4-{2-[(3-Chlorophenyl)amino]pyrimidin-4-yl}pyridine-2-carbonitrile

HRID 724821ノート

反応式

HRID 724821 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([C:15]3[CH:20]=[CH:19][N+:18]([O-])=[CH:17][CH:16]=3)[CH:12]=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:22][N:23](C)C(Cl)=O.C[Si](C#N)(C)C>C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]([C:22]#[N:23])[CH:16]=3)[CH:12]=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 82115Trimethylsilyl cyanideHCID 19689585N-(3-chloro-phenyl)-4-(N-oxido4-pyridyl)-2-pyrimidineamine

生成物 1

HCID 196896104-{2-[(3-Chlorophenyl)amino]pyrimidin-4-yl}pyridine-2-carbonitrile

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

500 mg (1.67 mmol) of N-(3-chloro-phenyl)-4-(N-oxido-4-pyridyl)-2-pyrimidineamine are suspended in 5 ml of acetonitrile, and 0.42 ml (4.5 mmol) of dimethylcarbamoyl chloride and 0.56 ml (4.5 mmol) of trimethylsilyl cyanide are added. After stirring for 14 hours at 60°, the reaction mixture is cooled to RT and the reaction product is isolated by filtration and washed with diethyl ether. Recrystallisation from tetrahydrofuran gives N-(3-chloro-phenyl)-4-(2-cyano-4-pyridyl)-2-pyrimidineamine in the form of yellow crystals; m.p. 221°-222°, Rf =0.6 (hexane:ethyl acetate=1:1).

後処理

  1. customthe reaction product is isolated by filtration
  2. washwashed with diethyl ether
  3. customRecrystallisation from tetrahydrofuran

出典と根拠

ORDレコード
ord-0295c05a68b143898796a6e026e0567c
出典データセット
uspto-grants-1998_01
特許番号
US05705502

反応ノート

読み込み中…