HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 178490818, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 2-chloro-7H-purine | HCID 519314 | — |
| Reactant | HCID 9800129 | HCID 9800129 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178490818 | HCID 178490818 | — |
Reaction Steps
3-(3-Cyclopentyloxy-4-methoxy-benzyl)-8-isopropyl-hypoxanthine (5.74 g, 15 mmole) and phosphorus oxychloride (60 ml) were heated to 65° C. for 30 minutes. The reaction mixture was evaporated to dryness in vacuo and the residue evaporated twice with toluene. The crude chloropurine (15 mmole) was dissolved in THF (80ml ) and 32% aqueous ammonia solution (36.2 ml) and heated together with liquid ammonia (50 g) in a 450 ml pressure reactor to 60° C. (340 psi) for 4 hours. The solvents were evaporated in vacuo and the residue suspended in a mixture of diethyl ether and 1 M NaOH solution. The solid was collected and crystallized from ethyl acetate to give the title compound, 3.92 g (68.5 %) mp 190-193° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06228859B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-83cce36cb0c2470b810a27b0d8314f47 |
| Source note | uspto-grants-2001_05 |