4-Iodobenzoyl chloride → (4-Dimethylamino-piperidin-1-yl)-(4-iodo-phenyl)-methanone

HRID 529768ノート

反応式

HRID 529768 の反応式
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[CH3:11][N:12]([CH3:19])[CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>C(Cl)Cl.C([O-])([O-])=O.[Na+].[Na+]>[CH3:11][N:12]([CH3:19])[CH:13]1[CH2:18][CH2:17][N:16]([C:6]([C:5]2[CH:9]=[CH:10][C:2]([I:1])=[CH:3][CH:4]=2)=[O:7])[CH2:15][CH2:14]1

参加物

5

反応物 2

HCID 743734-Iodobenzoyl chlorideHCID 417391N,N-Dimethylpiperidin-4-amine

生成物 1

HCID 60763941(4-Dimethylamino-piperidin-1-yl)-(4-iodo-phenyl)-methanone収率 98%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 10340Sodium Carbonate溶媒

実験手順

A solution of 4-iodo-benzoyl chloride (4.72 g, 17.71 mmol) in DCM (70 mL) at 0° C. was treated with dimethyl-piperidin-4-yl-amine (2.27 g, 17.71 mmol). The resultant suspension was warmed to room temperature and stirred for 2.5 hours. The reaction mixture was diluted with 1M aqueous Na2CO3 solution and the phases separated. The aqueous phase was extracted twice with DCM and the combined organic phase was dried (Na2SO4) and evaporated to afford (4-dimethylamino-piperidin-1-yl)-(4-iodo-phenyl)-methanone as a white solid (6.2 g, 98%). LCMS (Method 3) [M+H]+=359.2, RT=1.82 min.

後処理

  1. customthe phases separated
  2. extractionThe aqueous phase was extracted twice with DCM
  3. dry with materialthe combined organic phase was dried (Na2SO4)
  4. customevaporated

出典と根拠

ORDレコード
ord-84f75af1e6c94959a334d320bd58640e
出典データセット
uspto-grants-2016_05
特許番号
US09346815B2

反応ノート

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