Triethylamine → 3-(4-Cyanophenyl)-N-{3-[(2,3-dichlorobenzenesulphonyl)methyl-amino]propyl}propionamide

HRID 1591748노트

반응식

HRID 1591748 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH3:13])C(O)=O)=[CH:5][CH:4]=1)#[N:2].[CH3:14][N:15]([C:17]([O:21]N1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C([N:38]([CH2:41][CH3:42])[CH2:39]C)C.NCCCN(C)[S:48]([C:51]1[CH:56]=[CH:55][CH:54]=[C:53]([Cl:57])[C:52]=1[Cl:58])(=[O:50])=[O:49]>O1CCCC1>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:13][C:17]([NH:15][CH2:14][CH2:42][CH2:41][NH:38][CH2:39][S:48]([C:51]2[CH:56]=[CH:55][CH:54]=[C:53]([Cl:57])[C:52]=2[Cl:58])(=[O:49])=[O:50])=[O:21])=[CH:7][CH:8]=1)#[N:2]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 225698632-(4-Cyanophenyl)propanoic acidHCID 69423487N-(3-aminopropyl)-2,3-dichloro-N-methylbenzenesulphonamide

생성물 1

HCID 694217413-(4-Cyanophenyl)-N-{3-[(2,3-dichlorobenzenesulphonyl)methyl-amino]propyl}propionamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 1.47 g (8.41 mmol) of 4-cyanophenylpropionic acid, 3.1 g (9.65 mmol) of TBTU and 5.0 ml of triethylamine in 150 ml of tetrahydrofuran was stirred at room temperature for 30 minutes, 2.5 g (8.41 mmol) of N-(3-aminopropyl)-2,3-dichloro-N-methylbenzenesulphonamide were than added and the mixture was stirred overnight. The mixture was evaporated to dryness, potassium carbonate solution (10%) was added to the residue and the mixture was extracted with ethyl acetate. The organic phase was washed with water and saturated sodium chloride solution, drive over sodium sulphate and concentrated. The crude product obtained in this manner was purified by column chromatography (mobile phase: dichloromethane/methanol 150:1 to 100:1).

후처리

  1. additionthan added
  2. customThe mixture was evaporated to dryness, potassium carbonate solution (10%)
  3. additionwas added to the residue
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic phase was washed with water and saturated sodium chloride solution, drive over sodium sulphate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3ef57e68456c4b97a671b3306a2a44c1
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07291642B2

반응 노트

불러오는 중…