Diisopropylethylamine → n-[3-Chloro-4-(2-diethylamino-ethoxy)-phenyl]-3-(2,4-dichloro-phenyl)-propionamide

HRID 898568노트

반응식

HRID 898568 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][C:11]([OH:13])=O.[Cl:14][C:15]1[CH:16]=[C:17]([NH2:29])[CH:18]=[CH:19][C:20]=1[O:21][CH2:22][CH2:23][N:24]([CH2:27][CH3:28])[CH2:25][CH3:26].C(N(C(C)C)C(C)C)C>S(Cl)(Cl)=O.ClCCl>[Cl:14][C:15]1[CH:16]=[C:17]([NH:29][C:11](=[O:13])[CH2:10][CH2:9][C:3]2[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=2[Cl:1])[CH:18]=[CH:19][C:20]=1[O:21][CH2:22][CH2:23][N:24]([CH2:27][CH3:28])[CH2:25][CH3:26]

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 27409153-(2,4-Dichlorophenyl)propanoic acidHCID 16791676HCID 16791676, 화합물

생성물 1

HCID 59691703n-[3-Chloro-4-(2-diethylamino-ethoxy)-phenyl]-3-(2,4-dichloro-phenyl)-propionamide

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 24386Thionyl Chloride용매

실험 절차

A solution of 0.271 g (1.236 mmol) of (3-(2,4-dichloro-phenyl)-propionic acid in 3.00 mL thionyl chloride was stirred for 2 hours at RT, evaporated down i. vac. and dissolved in 10 mL dichloromethane. This solution of the acid chloride was slowly added dropwise, while cooling with ice, to a solution of 0.300 (1.236 mmol) of 3-chloro-4-(2-diethylamino-ethoxy)-phenylamine (intermediate product Z1b) and 0.32 mL (1.854 mmol) of ethyl-diisopropylamine in 10 mL dichloromethane and the mixture was stirred for 16 hours at RT. The reaction mixture was washed with sat. aqueous sodium bicarbonate solution, dried over magnesium sulphate and evaporated down i. vac. The residue was dissolved in EtOAc and purified by column chromatography (silica gel, EtOAc/MeOH/conc. aqueous ammonia 90:10:1).

후처리

  1. customevaporated down i
  2. dissolutionand dissolved in 10 mL dichloromethane
  3. additionThis solution of the acid chloride was slowly added dropwise
  4. washThe reaction mixture was washed with sat. aqueous sodium bicarbonate solution
  5. dry with materialdried over magnesium sulphate
  6. customevaporated down i
  7. dissolutionThe residue was dissolved in EtOAc
  8. custompurified by column chromatography (silica gel, EtOAc/MeOH/conc. aqueous ammonia 90:10:1)

출처 및 근거

ORD 기록
ord-d189a454ed0a4e21986af81d52b7e129
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07351719B2

반응 노트

불러오는 중…