Triethylamine → HCID 86647138, compound

HRID 2369802Notes

Reaction equation

HRID 2369802 reaction equation
[C:1]([CH:8](N)[CH2:9][NH:10][CH3:11])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[C:13]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])(=[O:16])[CH:14]=C.[CH2:22]([N:24](CC)CC)C>C(O)C>[C:4]([O:3][C:1](=[O:2])[CH2:8][CH2:9][N:10]([CH2:11][CH2:22][NH2:24])[CH2:14][C:13]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])([CH3:7])([CH3:6])[CH3:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 15458tert-Butyl acrylateHCID 56924225HCID 56924225, compound

Product 1

HCID 86647138HCID 86647138, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Boc-amino-2-methylamino-ethane (1 g, 4.75 mmol) and tert-butyl acrylate (0.61 g, 4.75 mmol) were dissolved in ethanol (10 mL) with triethylamine (1.32 mL, 9.5 mmol) and refluxed overnight. The solvent was evaporated in vacuo, and 3-(Boc-aminoethyl-methyl-amino)-propionic acid tert-butyl ester was isolated by addition of ethyl acetate (300 ml) and washing with 2×5% sodium carbonate, water and brine followed by drying over magnesium sulphate and evaporation in vacuo to leave an oil (630 mg, 44%).

Workup

  1. temperaturerefluxed overnight
  2. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-70f3e2f3cabd4bfcbd1a46fa1bacde9b
Source dataset
uspto-grants-2014_04
Patent number
US08710000B2

Reaction notes

Loading…