Ethanol → HCID 10114211, compound

HRID 1838806Notes

Reaction equation

HRID 1838806 reaction equation
[OH:1][CH:2]([CH2:11][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH3:20])[CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][C:5]1=[O:10].CCO.[CH3:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([CH3:31])[C:26]=1[NH:32][C:33](=[O:36])[CH2:34]Cl.C(N(C(C)C)CC)(C)C>>[CH3:31][C:27]1[CH:28]=[CH:29][CH:30]=[C:25]([CH3:24])[C:26]=1[NH:32][C:33](=[O:36])[CH2:34][N:7]1[CH2:8][CH2:9][N:4]([CH2:3][CH:2]([OH:1])[CH2:11][O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19][CH3:20])[C:5](=[O:10])[CH2:6]1

Participants

5

Reactant 4

HCID 702EthanolHCID 707982-Chloro-N-(2,6-dimethylphenyl)acetamideHCID 81531DiisopropylethylamineHCID 23449840HCID 23449840, compound

Product 1

HCID 10114211HCID 10114211, compound

Procedure

To a solution of compound 13 in 10 mL EtOH (0.1 g, 0.30 mmol) was added compound 3 (0.7 g, 0.36 mmol) and diisopropylethyl amine (0.76 g, 0.36 mmol). The reaction mixture was heated at reflux for 24 h. The mixture was concentrated in vacuo and the residue was purified by using Prep. TLC (10:1, DCM:MeOH) to afford compound 14: Mass spectrum (M+1)=442.34

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 24 h
  3. concentrationThe mixture was concentrated in vacuo
  4. customthe residue was purified

Sources & evidence

ORD record
ord-e6429ca92087444581968b7b5b39b414
Source dataset
uspto-grants-2004_01
Patent number
US06677336B2

Reaction notes

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