HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Thiocarbonyldi-2(1H)-pyridone → Methyl 2-(4-(4'-(2-(cyclobutanecarbonyl) hydrazinecarbothioamido) biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Thiocarbonyldi-2(1H)-pyridone | HCID 853162 | — |
| Reactant | Cyclobutanecarbohydrazide | HCID 969366 | — |
| Reactant | Methyl 2-(4-(4'-aminobiphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate | HCID 86700832 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 2-(4-(4'-(2-(cyclobutanecarbonyl) hydrazinecarbothioamido) biphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate | HCID 86700833 | — |
Reaction Steps
The title compound was prepared analogous to Example 4, Step 2, starting from methyl 2-(4-(4′-aminobiphenyl-4-yl)-2-oxabicyclo[2.2.2]octan-1-yl)acetate (500 mg, 1.48 mmol) with 1,1′-thiocarbonyldipyridin-2(1H)-one (379 mg, 1.63 mmol) and cyclobutanecarbohydrazide (254 mg, 2.22 mmol). Water titration of the crude residue affords the title compound as off-white solid after drying (696 mg, 93% yield). LC/MS, ESI-MS(+): 508.4, RT: 1.29 (Condition E).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993619B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-74e899561f964c3fb6feb892b0ff53d3 |
| Source note | uspto-grants-2015_03 |