Furfurylamine → HCID 136116419, compound

HRID 1534943Notes

Reaction equation

HRID 1534943 reaction equation
[CH2:1]([NH2:7])[C:2]1[O:6]C=C[CH:3]=1.[O:8]=[C:9]1[NH:17][CH:16]=[N:15][C:14]2[N:13]([CH2:18][CH2:19][C:20](OCC)=[O:21])[CH:12]=[N:11][C:10]1=2>C(#N)C>[O:8]=[C:9]1[NH:17][CH:16]=[N:15][C:14]2[N:13]([CH2:18][CH2:19][C:20]([NH:7][CH2:1][CH:2]([OH:6])[CH3:3])=[O:21])[CH:12]=[N:11][C:10]1=2

Participants

4

Reactant 2

HCID 3438FurfurylamineHCID 135794781Ethyl 3-(6-oxo-3,6-dihydro-9H-purin-9-yl)propanoate

Product 1

HCID 136116419HCID 136116419, compoundYield 60.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.500 g (5.15 mmol) of furfurylamine and 0.250 g (1.06 mmol) of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)propionic acid, ethyl ester (AIT-0027) were heated at 120° C. for two hours with stirring. The solution was allowed to cool to room temperature and 10 ml acetonitrile was added and the solution was stirred. The precipitate was collected by filtration and the white solid was washed with acetonitrile and then with ether. Upon drying, 170 mg of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-N-(2-hydroxypropyl)propanamide (AIT-0060) as a white solid was obtained.

Workup

  1. stirringthe solution was stirred
  2. filtrationThe precipitate was collected by filtration
  3. washthe white solid was washed with acetonitrile
  4. customUpon drying

Sources & evidence

ORD record
ord-3d262f1467cf4f1b9be7cb1bf56d89fc
Source dataset
uspto-grants-1992_02
Patent number
US05091432

Reaction notes

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