HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptane → 5-[2-Isobutoxy-5-(5-methyl-1,2,4-oxadiazol-3-yl)-3-pyridinyl]-2-methyl-3-propyl-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptane | HCID 163938 | — |
| Reactant | 5-{5-[[(Acetyloxy)imino](amino)methyl]-2-isobutoxy-3-pyridinyl}-2-methyl-3-propyl-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one | HCID 136388377 | — |
| Product | 5-[2-Isobutoxy-5-(5-methyl-1,2,4-oxadiazol-3-yl)-3-pyridinyl]-2-methyl-3-propyl-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one | HCID 135730614 | 38.1% |
Reaction Steps
5-{5-[[(Acetyloxy)imino](amino)methyl]-2-isobutoxy-3-pyridinyl}-2-methyl-3-propyl-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one (Example 40) (55 mg, 0.13 mmol) was heated at 190° C. for 3 h. After cooling the oxadiazole was purified by flash column chromatography (elution with 50:1 dichloromethane:methanol) to give 21 mg of a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06756373B1 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-3c2a6c0868684192b957d039b179ea0c |
| Source note | uspto-grants-2004_06 |