Triethylamine → HCID 86740823, compound

HRID 977916Notes

Reaction equation

HRID 977916 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.[C:20]1([CH2:33][NH2:34])[C:32]2[CH2:31][C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:24]=2[CH:23]=[CH:22][CH:21]=1.C(N(CC)CC)C>C(O)C>[C:20]1([CH2:33][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])[C:32]2[CH2:31][C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:24]=2[CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 930036-Chloropurine ribosideHCID 20204011HCID 20204011, compound

Product 1

HCID 86740823HCID 86740823, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2.97 g of 6-chloropurine riboside, 2.25 g of fluorenylmethyl amine and 1.31 g of triethylamine is refluxed in 70 ml of ethanol under nitroen for 20 hrs. Upon cooling, solid material crystallizes out which is filtered and retreated with boiling ethanol. Solid material obtained is filtered and dried affording 2.9 g (63%) of N6 -fluorenylmethyl adenosine having a melting point of 139°-142° C.

Workup

  1. temperatureUpon cooling
  2. customsolid material crystallizes out which
  3. filtrationis filtered
  4. customSolid material obtained
  5. filtrationis filtered
  6. customdried

Sources & evidence

ORD record
ord-815bc8346dcc4187b30fad12b9c65d96
Source dataset
uspto-grants-1987_05
Patent number
US04663313

Reaction notes

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