1-(Bromomethyl)-3-chlorobenzene → [2-(3-Chloro-benzylamino)-5-methoxy-phenyl]-(4-isopropyl-phenyl)-methanone

HRID 445153ノート

反応式

HRID 445153 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]([C:12]1[CH:17]=[CH:16][C:15]([CH:18]([CH3:20])[CH3:19])=[CH:14][CH:13]=1)=[O:11].C(N(CC)C(C)C)(C)C.[Cl:30][C:31]1[CH:32]=[C:33]([CH:36]=[CH:37][CH:38]=1)[CH2:34]Br>ClCCl>[Cl:30][C:31]1[CH:32]=[C:33]([CH:36]=[CH:37][CH:38]=1)[CH2:34][NH:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]([C:12]1[CH:17]=[CH:16][C:15]([CH:18]([CH3:20])[CH3:19])=[CH:14][CH:13]=1)=[O:11]

参加物

5

反応物 3

HCID 698381-(Bromomethyl)-3-chlorobenzeneHCID 81531DiisopropylethylamineHCID 45139626(2-Amino-5-methoxy-phenyl)-(4-isopropyl-phenyl)-methanone

生成物 1

HCID 60112864[2-(3-Chloro-benzylamino)-5-methoxy-phenyl]-(4-isopropyl-phenyl)-methanone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 100 mg (0.327 mmol) (2-amino-5-methoxy-phenyl)-(4-isopropyl-phenyl)-methanone in 1 ml dichloromethane is added 140 μl (0.818 mmol) N,N-diisopropyl-ethylamine and 48.7 μl (0.360 mmol)3-chloro-benzyl bromide. The reaction mixture is heated under reflux for 4 days and extracted with water/dichloromethane. The organic residue is chromatographed. For further purification the corresponding hydrochloride is precipitated form an etheric solution by addition of gaseous hydrochloric acid.

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux for 4 days
  3. extractionextracted with water/dichloromethane
  4. customThe organic residue is chromatographed
  5. customFor further purification the corresponding hydrochloride
  6. customis precipitated form an etheric solution
  7. additionby addition of gaseous hydrochloric acid

出典と根拠

ORDレコード
ord-427712d4b5aa4eeead56e030c6865087
出典データセット
uspto-grants-2013_07
特許番号
US08476286B2

反応ノート

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