1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 5-Chloro-1H-indole-7-carboxylic acid (4-tert-butyl-benzyl)-[2-(ethyl-m-tolyl-amino)-ethyl]-amide

HRID 855438

반응식

HRID 855438 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([C:11]([OH:13])=O)[CH:10]=1)[NH:7][CH:6]=[CH:5]2.[C:14]([C:18]1[CH:37]=[CH:36][C:21]([CH2:22][NH:23][CH2:24][CH2:25][N:26]([CH2:34][CH3:35])[C:27]2[CH:28]=[C:29]([CH3:33])[CH:30]=[CH:31][CH:32]=2)=[CH:20][CH:19]=1)([CH3:17])([CH3:16])[CH3:15].CCN=C=NCCCN(C)C.Cl>C(Cl)Cl>[C:14]([C:18]1[CH:37]=[CH:36][C:21]([CH2:22][N:23]([CH2:24][CH2:25][N:26]([CH2:34][CH3:35])[C:27]2[CH:28]=[C:29]([CH3:33])[CH:30]=[CH:31][CH:32]=2)[C:11]([C:9]2[CH:10]=[C:2]([Cl:1])[CH:3]=[C:4]3[C:8]=2[NH:7][CH:6]=[CH:5]3)=[O:13])=[CH:20][CH:19]=1)([CH3:16])([CH3:15])[CH3:17]

참가 물질

5

반응물 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 668685635-chloro-1H-indole-7-carboxylic acidHCID 69342865N'-(4-tert-butyl-benzyl)-N-ethyl-N-m-tolyl-ethane-1,2-diamine

생성물 1

HCID 866031215-Chloro-1H-indole-7-carboxylic acid (4-tert-butyl-benzyl)-[2-(ethyl-m-tolyl-amino)-ethyl]-amide수율 60%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

97 mg (0.50 mol) of 5-chloro-1H-indole-7-carboxylic acid, 162 mg (0.5 mmol) of N′-(4-tert-butyl-benzyl)-N-ethyl-N-m-tolyl-ethane-1,2-diamine and 108 mg (0.55 mmol) of EDC.HCl were dissolved in 5 ml DCM. The reaction mixture was stirred at rt over night. The solvent was evaporated and the residue was dissolved in diethyl ether. The organic layer was washed with 1N aqueous HCl solution, once with 1N aqueous NaOH solution and once with saturated aqueous NaCl solution, dried over sodium sulfate, filtered and the solvent was evaporated to leave 150 mg (60%) product as a colorless oil. MS (ISP) 502.3 (M+H)+.

후처리

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in diethyl ether
  3. washThe organic layer was washed with 1N aqueous HCl solution, once with 1N aqueous NaOH solution and once with saturated aqueous NaCl solution
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-14b10629a7ca497791ae7433e03e49bc
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07259183B2

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