HCID 68462571, compound → HCID 68462503, compound

Temperature

40 °C

N,N′-Bis-(2-aminoethyl)-2-(2-benzyloxy-ethyl)malonamide (3.80 g) was dissolved in THF (20 mL) and the flask was immersed in an ice bath. The flask was flushed with argon and THF borane complex (80 mL, 1 M in THF) was added through a syringe. The reaction mixture was allowed to warm up to room temp. and then stirred at 40° C. for 2 days and refluxed for 1 h. Methanol (50 mL) was added dropwise and the solution was stirred at 40 overnight. The solvents were removed by rotary evaporator and the residue was dissolved in methanol (20 mL). Sodium hydroxide (10 g in 15 mL of water) was added and the methanol was boiled away. A colourless oil separated that was extracted into CH2Cl2 (3×50 mL). The solution was dried over Na2SO4. Removal of the solvent gave 3.40 g of colourless oil.

1. customthe flask was immersed in an ice bath
2. customThe flask was flushed with argon and THF borane complex (80 mL, 1 M in THF)
3. additionwas added through a syringe
4. temperatureto warm up to room temp.
5. temperaturerefluxed for 1 h
6. additionMethanol (50 mL) was added dropwise
7. stirringthe solution was stirred at 40 overnight
8. customThe solvents were removed by rotary evaporator
9. dissolutionthe residue was dissolved in methanol (20 mL)
10. additionSodium hydroxide (10 g in 15 mL of water) was added
11. customA colourless oil separated
12. extractionthat was extracted into CH2Cl2 (3×50 mL)
13. dry with materialThe solution was dried over Na2SO4
14. customRemoval of the solvent

ORD record

ord-e79ba8c4bc894d3f8a90fdc967920431

Source dataset

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07767796B2