Ethylenediamine → HCID 136142366, compound

HRID 1534941Notes

Reaction equation

HRID 1534941 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[O:5]=[C:6]1[NH:14][CH:13]=[N:12][C:11]2[N:10]([CH2:15][CH2:16][C:17]([O:19]CC)=O)[CH:9]=[N:8][C:7]1=2.C(#N)C>CCOCC>[O:5]=[C:6]1[NH:14][CH:13]=[N:12][C:11]2[N:10]([CH2:15][CH2:16][C:17]([NH:3][CH2:2][CH2:1][NH2:4])=[O:19])[CH:9]=[N:8][C:7]1=2

Participants

5

Reactant 3

HCID 3301EthylenediamineHCID 6342AcetonitrileHCID 135794781Ethyl 3-(6-oxo-3,6-dihydro-9H-purin-9-yl)propanoate

Product 1

HCID 136142366HCID 136142366, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.500 g (25.0 mmol) of ethylenediamine was stirred at room temperature with 250 mg (1.06 mmol) of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)propionic acid, ethyl ester (AIT-0027) for one hour. The solution was treated with 4 ml acetonitrile and 20 ml of ether with stirring. Upon filtration and washing with ether, this yielded 245 mg of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-N-(2-aminoethyl)propanamide (AIT-0058) as a slightly yellow solid. Yield: 92%.

Workup

  1. filtrationUpon filtration
  2. washwashing with ether

Sources & evidence

ORD record
ord-6040615d4ac6418db32c57129af9ecd8
Source dataset
uspto-grants-1992_02
Patent number
US05091432

Reaction notes

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