Triethylamine → HCID 70401492, compound

HRID 2119124Notes

Reaction equation

HRID 2119124 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.[Cl:21][C:22]1[CH:23]=[CH:24][CH:25]=[C:26]2[C:31]=1[O:30][CH2:29][CH:28]([NH2:32])[CH2:27]2.C([N:35](CC)CC)C>C(O)C>[Cl:21][C:22]1[CH:23]=[CH:24][CH:25]=[C:26]2[C:31]=1[O:30][CH2:29][CH:28]([NH:32][NH:35][C:5]1[C:4]3[N:8]=[CH:9][N:10]([C:3]=3[N:2]=[CH:1][N:6]=1)[C@@H:11]1[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]1[OH:19])[CH2:27]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 930036-Chloropurine ribosideHCID 20190905HCID 20190905, compound

Product 1

HCID 70401492HCID 70401492, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2.25 g of 6-chloropurine riboside, 1.99 g of 8-chloro-3-chromanylamine hydrochloride, and 1.98 g triethylamine is refluxed in 55 ml of ethanol under nitrogen for 22 hrs. Upon cooling, solid material crystallizes out, which is filtered and retreated with boiling ethanol. Solid material obtained is filtered and dried affording 1.68 g (50%) of N6 -[8-chloro-3-chromanylamino]adenosine having a melting point of 137°-139° 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-5579c6fdcbb24985a13d85f65e65a0d3
Source dataset
uspto-grants-1987_07
Patent number
US04683223

Reaction notes

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