Triethylamine → HCID 54156280, compound

HRID 2119122Notes

Reaction equation

HRID 2119122 reaction equation
[CH:1]1[N:6]=[C:5](Cl)[C:4]2[N:8]=[CH:9][N:10]([C@@H:11]3[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]3[OH:19])[C:3]=2[N:2]=1.Cl.[O:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]([NH2:31])[CH2:23][CH2:22]1.C([N:34](CC)CC)C>C(O)C>[O:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]([NH:31][NH:34][C:5]2[C:4]3[N:8]=[CH:9][N:10]([C:3]=3[N:2]=[CH:1][N:6]=2)[C@@H:11]2[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]2[OH:19])[CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 930036-Chloropurine ribosideHCID 446307103,4-Dihydro-2H-1-benzopyran-4-amine--hydrogen chloride (1/1)

Product 1

HCID 54156280HCID 54156280, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.97 g of 6-chloropurine riboside, 0.7 g of 4-chromanylamine hydrochloride, and 0.94 g of triethylamine is refluxed in 30 ml ethanol under nitrogen for 20 hrs. The solvent is evaporated to dryness. The residual solid is treated with cold water. Clear aqueous solution is decanted off and the residue is dissolved in ethanol. Volatiles are evaporated under vacuuo. This is repeated once more affording 0.9 g (66%) of N6 -[4-chromanylamino]adenosine having a melting point of 125°-130° (foam).

Workup

  1. customThe solvent is evaporated to dryness
  2. additionThe residual solid is treated with cold water
  3. customClear aqueous solution is decanted off
  4. dissolutionthe residue is dissolved in ethanol
  5. customVolatiles are evaporated under vacuuo

Sources & evidence

ORD record
ord-ddeea7a8f4c84bb38818f3c7a94a8e36
Source dataset
uspto-grants-1987_07
Patent number
US04683223

Reaction notes

Loading…