HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 86760074, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Cyanuric fluoride | HCID 12664 | — |
| Reactant | (2R)-2-{[(tert-butoxy)carbonyl]amino}-3,3-dimethylbutanoic acid | HCID 7005057 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86760074 | HCID 86760074 | 65.2% |
Reaction Steps
To an oven-dried, septaed 25 mL round-bottom flask, cooled under an argon atmosphere, and charged with 24h (170.3 mg, 0.74 mmol) was added 2.0 mL freshly distilled CH2Cl2 under argon. The reaction was cooled to −15 C and to the flask was added cyanuric fluoride (335 μL, 3.7 mmol). The reaction was stirred at −15 C for 15 minutes then anhydrous pyridine (60 μL, 0.74 mmol) was added. Stirring was maintained at −15 C for 60 minutes. Without warming, the crude reaction was poured over ice, and immediately extracted twice with CH2Cl2. The combined CH2Cl2 extracts were washed once with water, dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to afford 112.6 mg of a mixture of 24h and 25h as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07045360B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-9bf7019f9e3b4738a1cd72e6d8865ec2 |
| Source note | uspto-grants-2006_05 |