Triethylamine → HCID 68115964, compound

HRID 977915Notes

Reaction equation

HRID 977915 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.N[CH:22]1[C:34]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[C:28]2[C:23]1=[CH:24][CH:25]=[CH:26][CH:27]=2.C([N:37](CC)CC)C>C(O)C>[C:33]1([NH:37][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:34]2[CH2:22][C:23]3[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:29]=2[CH:30]=[CH:31][CH:32]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 930036-Chloropurine ribosideHCID 27246859H-fluoren-9-amine hydrochloride

Product 1

HCID 68115964HCID 68115964, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.0 g of 6-chloropurine riboside, 3.79 g of 9-aminofluorene hydrochloride and 3.52 g of triethylamine are refluxed in 100 ml ethanol under nitrogen for 20 hrs. the solvent is evaporated to dryness and residue is treated with 100 ml of cold water. Precipitated solid is filtered and treated with 50 ml of methanol-chloroform (1:1) affording 3.8 g (63%) of N6 -fluorenyladenosine having a m.p of 210°-212° C.

Workup

  1. customthe solvent is evaporated to dryness and residue
  2. additionis treated with 100 ml of cold water
  3. customPrecipitated solid
  4. filtrationis filtered
  5. additiontreated with 50 ml of methanol-chloroform (1:1)

Sources & evidence

ORD record
ord-e99c65dc26ab4bf6a26ce401d2c2405f
Source dataset
uspto-grants-1987_05
Patent number
US04663313

Reaction notes

Loading…