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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239097Generated: October 28, 2026

Bromide ion → 2-Bromo-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepine

https://huagongshe.com/reaction/239097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromide ionHCID 259—
ReactantTert-Butyl nitriteHCID 10906—
ReactantTert-butyl 2-amino-4,5,7,8-tetrahydrothiazolo[5,4-d]azepine-6-carboxylateHCID 84712457—
SolventAcetonitrileHCID 6342—
Product2-Bromo-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepineHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642774B2
Source datasetuspto-grants-2014_02
ORD IDord-1470513fd5de4268aafeba34a15090b7
Source noteuspto-grants-2014_02