HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3,4-Thiadiazol-2-amine, 5-(trifluoromethyl)- → (2S,4S)-4-fluoro-1-[[N-[4-[N-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3,4-Thiadiazol-2-amine, 5-(trifluoromethyl)- | HCID 82634 | — |
| Reactant | (2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile | HCID 57634365 | — |
| Product | (2S,4S)-4-fluoro-1-[[N-[4-[N-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile | HCID 57756797 | 16.4% |
Reaction Steps
In a similar manner to Example 87, (2S,4S)-1-[[N-(4-carboxybicyclo[2.2.2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (50.0 mg) and 2-amino-5-trifluoromethyl-1,3,4-thiadiazole (57.5 mg) were used to obtain (2S,4S)-4-fluoro-1-[[N-[4-[N-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile (12.0 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07560569B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-03d5e8e266a54f09b223508e52678ca5 |
| Source note | uspto-grants-2009_07 |