Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 69732890 | HCID 69732890 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 476623-49-1 | HCID 60123477 | 117.4% |
Reaction Steps
A mixture of (R)-8-benzyl-1,7-dimethyl-3-(5-(N,N-dimethylamino)hexyl)pyrido[2,3-d]pyrimidine-2,4,5(1H,3H,8H)-trione (80 mg), acetic acid (10 ml) and 10% Pd/C (20 mg) was treated with hydrogen gas (50 psi) on a Parr shaker for 18 hours. The mixture was filtered through a pad of celite and the solids were rinsed with acetic acid. The combined filtrates were concentrated under reduced pressure and then coevaporated with toluene (2×50 ml) to remove remaining acetic acid to provide (R)-1,7-dimethyl-3-(5-(N,N-dimethylamino)hexyl)pyrido[2,3-d]pyrimidine-2,4,5(1H,3H,8H)-trione (74 mg, 99% yield) as a beige powder. 1H NMR (300 MHz, CDCl3) δ 1.15 (d, 3H), 1.20-1.50 (m, 3H), 1.52-2.00 (m, 3H), 1.97 (s, 3H), 2.40 (s, 3H), 2.55(s, 6H), 3.15 (m, 1H), 3.58 (s, 3H), 3.97 (t, 2H), 6.40 (s, 1H), 9.50 (broad s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06825180B2 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-2f2698cccd264f679a242b1513b6cc72 |
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| Source note | uspto-grants-2004_11 |
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