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-1,3-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 100° 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 | US06649600B1 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-b9120dcb68904b648d47cf3c0b399d20 |
| Source note | uspto-grants-2003_11 |