HuagongsheHuagongshe Chemistry Print Report · For research reference only
D-Alpha-aminobutyric acid → 2-Chloro-5-methyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | D-Alpha-aminobutyric acid | HCID 439691 | — |
| Reactant | 2,4-Dichloro-5-nitropyrimidine | HCID 521266 | — |
| Reactant | Methyl 3-Morpholinecarboxylate | HCID 3286806 | — |
| Reactant | 3-Morpholinecarboxylic acid | HCID 3340152 | — |
| Reactant | methyl (2R)-2-aminobutanoate | HCID 13283514 | — |
| Reactant | (R)-Methyl 2-((2-chloro-5-nitropyrimidin-4-yl)(cyclopentyl)amino)butanoate | HCID 58405447 | — |
| Product | 2-Chloro-5-methyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one | HCID 58405281 | — |
Reaction Steps
Intermediate I was prepared in the same manner as Intermediate B, using 3-morpholinecarboxylic acid as the starting material instead of (R)-2-aminobutanoic acid. No reductive amination step, such as that used for the conversion of compound II to compound III, was required. Rather, methylmorpholine-3-carboxylate was reacted directly with 2,4-dichloro-5-nitropyrimidine in the same manner as is described for the conversion of compound III to Intermediate A. LCMS: 254.9 m/z (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541418B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-7a344267664e4517b6f16e4125cc4cfa |
| Source note | uspto-grants-2013_09 |