Réaction #362517

ord-bfe3f2de2c344b3c935a8b5c8c02b846

Équation de réaction

Cn1c(Cl)nc2ncn(Cc3ccccc3)c2c1=O
2-chloro-1-methyl-7-(phenylmethyl)purin-6-one
CCN(CC)CC
triethylamine
N[C@@H]1CCC[C@H]1O
(±)-trans-2-aminocyclopentanol
→
Cn1c(N[C@@H]2CCC[C@H]2O)nc2ncn(Cc3ccccc3)c2c1=O
title compound
Cn1c(N[C@@H]2CCC[C@H]2O)nc2ncn(Cc3ccccc3)c2c1=O
2-(trans-2-Hydroxycyclopentylamino)-1-methyl-7-(phenylmethyl)purin-6-one

Réactifs

Cn1c(Cl)nc2ncn(Cc3ccccc3)c2c1=O
2-chloro-1-methyl-7-(phenylmethyl)purin-6-one
CCN(CC)CC
triethylamine
N[C@@H]1CCC[C@H]1O
(±)-trans-2-aminocyclopentanol

Réactifs

Aucun

Solvants

CC#N
CH3CN

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureHeat
  2. 2
    Températureat reflux for 2 days
  3. 3
    AutreCollect the precipitate
  4. 4
    Lavagewash with water
  5. 5
    Autredry

Mode opératoire

Heat at reflux for 2 days a mixture of 2-chloro-1-methyl-7-(phenylmethyl)purin-6-one (3.14 g=11.4 mmol), triethylamine (1.7 g=16.8 mmol), and (±)-trans-2-aminocyclopentanol (4.04 g=39.9 mmol) in CH3CN (150 ml). Collect the precipitate, wash with water, and dry to give the title compound, a solid, FAB MS: M+1=340.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05393755uspto-grants-1995_02