4-Cyanophenyl isocyanate → (2R,5S)-4'-Cyano-4-(4-cyano-3-fluoro-5-methoxyphenyl)-2,5-dimethylpiperazine-1-carboxanilide

HRID 1445478ノート

反応式

HRID 1445478 の反応式
[CH3:1][C@H:2]1[CH2:7][NH:6][C@H:5]([CH3:8])[CH2:4][N:3]1[C:9]1[CH:16]=[C:15]([O:17][CH3:18])[C:12]([C:13]#[N:14])=[C:11]([F:19])[CH:10]=1.[N:20]([C:23]1[CH:30]=[CH:29][C:26]([C:27]#[N:28])=[CH:25][CH:24]=1)=[C:21]=[O:22]>C(#N)C>[C:27]([C:26]1[CH:29]=[CH:30][C:23]([NH:20][C:21]([N:6]2[CH2:7][C@H:2]([CH3:1])[N:3]([C:9]3[CH:16]=[C:15]([O:17][CH3:18])[C:12]([C:13]#[N:14])=[C:11]([F:19])[CH:10]=3)[CH2:4][C@H:5]2[CH3:8])=[O:22])=[CH:24][CH:25]=1)#[N:28]

参加物

4

反応物 2

HCID 1703804-Cyanophenyl isocyanateHCID 686911704-[(2S,5R)-2,5-dimethylpiperazin-1-yl]-2-fluoro-6-methoxybenzonitrile

生成物 1

HCID 68695786(2R,5S)-4'-Cyano-4-(4-cyano-3-fluoro-5-methoxyphenyl)-2,5-dimethylpiperazine-1-carboxanilide収率 69.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Into 20 ml of acetonitrile was dissolved 500 mg of 4-[(2S,5R)-2,5-dimethylpiperazin-1-yl]-2-fluoro-6-methoxybenzonitrile, and then 274 mg of 4-isocyanatobenzonitrile was added thereto, followed by 1 hour of stirring at room temperature. The reaction solution was concentrated, followed by addition of ethyl acetate and filtration. The filtrate was removed by evaporation and the resulting powder was crystallized from hexane-ethyl acetate (85:15, v/v) to obtain 535 mg of the title compound.

後処理

  1. concentrationThe reaction solution was concentrated
  2. additionfollowed by addition of ethyl acetate and filtration
  3. customThe filtrate was removed by evaporation
  4. customthe resulting powder was crystallized from hexane-ethyl acetate (85:15, v/v)

出典と根拠

ORDレコード
ord-4c9f2f89438444b7864fa93af41233db
出典データセット
uspto-grants-2010_02
特許番号
US07666873B2

反応ノート

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