Dipropylamine → 2-Chloro-6-methylpyridine-4-carbonitrile

HRID 14231

反応式

HRID 14231 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([CH3:10])[N:9]=1)[C:5]#[N:6].[CH2:11]([NH:14][CH2:15][CH2:16][CH3:17])[CH2:12][CH3:13]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([CH3:10])[N:9]=1)[C:5]#[N:6].[CH2:11]([N:14]([CH2:15][CH2:16][CH3:17])[C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([CH3:10])[N:9]=1)[C:5]#[N:6])[CH2:12][CH3:13]

参加物

4

反応物 2

HCID 8902DipropylamineHCID 210854392-Chloro-6-methylpyridine-4-carbonitrile

生成物 2

HCID 210854392-Chloro-6-methylpyridine-4-carbonitrileHCID 210854592-(Dipropylamino)-6-methylisonicotinonitrile

反応条件

温度
80 °C

実験手順

To 2-chloro-6-methylisonicotinonitrile (0.230 g, 1.51 mmol) was added di-n-propylamine (5 mL). The mixture was heated at 80° C. in a sealed, thick-walled glass vessel for 12 h and then at room temperature for 17 h. Excess di-n-propylamine was removed under reduced pressure and the residue was partitioned between dichloromethane and aq. sodium bicarbonate. After drying over sodium sulfate and concentration, the residue was chromatographed on silica gel using ethyl acetate-hexane (10/90) to give 0.14 g of 2-chloro-6-methylisonicotinonitrile and 0.059 g of 2-(dipropylamino)-6-methylisonicotinonitrile. Using the above conditions, 2-chloro-6-methylisonicotinonitrile (0.14 g) was converted to an additional 0.043 g of 2-(dipropylamino)-6-methylisonicotinonitrile.

後処理

  1. customExcess di-n-propylamine was removed under reduced pressure
  2. customthe residue was partitioned between dichloromethane and aq. sodium bicarbonate
  3. dry with materialAfter drying over sodium sulfate and concentration
  4. customthe residue was chromatographed on silica gel

出典と根拠

ORDレコード
ord-4846e938218741aeaf262d9689c8572c
出典データセット
uspto-grants-2010_06
特許番号
US07727997B2

関連ノート

読み込み中…