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

HRID 445153노트

반응식

HRID 445153 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-427712d4b5aa4eeead56e030c6865087
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476286B2

반응 노트

불러오는 중…