Isopropylamine → HCID 57869849, compound

HRID 20745Notes

Reaction equation

HRID 20745 reaction equation
CO[C:3](=[O:13])[CH2:4][CH2:5][O:6][N:7]=[C:8]([O:10][CH2:11][CH3:12])[CH3:9].[CH:14]([NH2:17])([CH3:16])[CH3:15]>CO>[CH2:11]([O:10][C:8](=[N:7][O:6][CH2:5][CH2:4][C:3](=[O:13])[NH:17][CH:14]([CH3:16])[CH3:15])[CH3:9])[CH3:12]

Participants

4

Reactant 2

HCID 6363Isopropylamine2×HCID 71331645Methyl 3-{[(1-ethoxyethylidene)amino]oxy}propanoate

Product 1

HCID 57869849HCID 57869849, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
55 °C

Procedure

To a known compound, 3-(1-ethoxy-ethylideneaminooxy)-propanoic acid methyl ester (CAS No. 97164-30-2, 300 mg, 1.585 mmol) were added methanol (3 ml) and isopropylamine (1.4 ml), and the mixture was stirred at 55° C. for 14 hours. Additional isopropylamine (1.0 ml) was added, and the mixture was stirred for 3 hours using a focused microwave synthesis system (Discover™, CEM) at 100 W. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give N-(2-isopropylcarbamoyl-ethoxy)-acetimidic acid ethyl ester (46 mg, 13% yield).

Workup

  1. stirringthe mixture was stirred for 3 hours
  2. customa focused microwave synthesis system (Discover™, CEM) at 100 W
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-1dc586300d614963ad8e8f19dd483dfa
Source dataset
uspto-grants-2010_06
Patent number
US07745663B2

Reaction notes

Loading…