HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-O-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)hydroxylamine → (S)-N-(2,3-Dihydroxypropoxy)-6-(2-fluoro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-O-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)hydroxylamine | HCID 14814202 | — |
| Reactant | Phenyl 6-(2-fluoro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate | HCID 59259226 | — |
| Product | (S)-N-(2,3-Dihydroxypropoxy)-6-(2-fluoro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide | HCID 25109024 | — |
Reaction Steps
Example 37 was synthesized following a similar procedure described in the synthesis of Example 2 by treatment of compound 2A with (S)—O-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)hydroxylamine (See, Bailey et al., J. Med. Chem., 34, 1991, 51-65), followed by acid hydrolysis of the resulting material. 1H NMR (400 MHz, CDCl3) δ 7.46 (m, 2H) 6.79 (t, J=8.0 Hz, 1H) 3.89 (m, 3H) 3.66 (m, 1H) 3.55 (m, 1H) 3.31 (s, 3H) 3.02 (s, 3H). [M+H] calc'd for C16H18FIN4O6, 509; found, 509.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088783B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-a3ba0c57a7834f7e924b37ac899602c8 |
| Source note | uspto-grants-2012_01 |