HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malonic Acid → 3-[4-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl]-acrylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malonic Acid | HCID 867 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 8-(4-Hydroxy-2,6-dioxa-tricyclo [3.3.1.03.7]non-1-yl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione | HCID 18767623 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Product | 3-[4-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl]-acrylic acid | HCID 67079101 | — |
Reaction Steps
4-(2,6-Dioxo-1,35-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]octane 1-carbaldehyde (XI, Example 9, 0.490 g, 1.32 mmol) is added to a mixture of malonic acid (0.275 g, 2.64 mmol), pyridine (2 ml), and piperidine (1 drop). The mixture is heated to 1000 for 16 hours. Four additional equivalents of malonic acid are added and heating continued for another 16 hours until consumption of aldehyde ceases, to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07579354B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-8f61e7dbee1345d9ad728ff8b28bfb6a |
| Source note | uspto-grants-2009_08 |