Triethylamine → HCID 68115964, compound

HRID 1981501Notes

Reaction equation

HRID 1981501 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-9f942efe969e400fbb2a6e6cf35cb70b
Source dataset
uspto-grants-1986_06
Patent number
US04593019

Reaction notes

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