HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromide ion → 2-Bromo-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromide ion | HCID 259 | — |
| Reactant | Tert-Butyl nitrite | HCID 10906 | — |
| Reactant | Tert-butyl 2-amino-4,5,7,8-tetrahydrothiazolo[5,4-d]azepine-6-carboxylate | HCID 84712457 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Bromo-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepine | HCID 86686484 | — |
Reaction Steps
238 μl tert.-butyl nitrite was added to 447 mg cupper (II) bromide in 50 mL acetonitrile. The reaction was stirred 10 min. at RT and then 270 mg 2-amino-4,5,7,8-tetrahydro-thiazolo[4,5-d]-azepine-6-carboxylic acid tert-butyl ester was added. The reaction was stirred 30 min. at 60° C. The reaction was purified by HPLC. The residue was dissolved in 10 mL dichlormethane and 10 mL trifluor acetic acid and stirred at RT for 1 h. The mixture was evaporated to give 112 mg of the desired product. Rt: 0.92 min (method I), (M+H)+: 233/235
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642774B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-1470513fd5de4268aafeba34a15090b7 |
| Source note | uspto-grants-2014_02 |