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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921677Generated: October 30, 2026

2,6-Lutidine → HCID 86708545, compound

https://huagongshe.com/reaction/921677

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-LutidineHCID 7937—
ReactantTrimethylsilyl triflateHCID 65367—
ReactantHCID 86708546HCID 86708546—
SolventDichloromethaneHCID 6344—
ProductHCID 86708545HCID 8670854533.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

(S)-tert-butyl (2-chloro-5-cyano-3-(3,3-dimethylhexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl)phenyl)carbamate (87 mg, 0.207 mmol) was taken up in DCM (2 mL) and cooled to 0° C. 2,6-Lutidine (0.072 mL, 0.620 mmol) was added, followed by dropwise addition of trimethylsilyl trifluoromethanesulfonate (0.112 mL, 0.620 mmol). The reaction was stirred at 0° C. for 30 min, then warmed to room temperature and stirred for 30 min. The solvent was removed in vacuo and the material was purified by flash column chromatography, eluting with 0-2% (2N NH3/MeOH)/DCM. (S)-3-amino-4-chloro-5-(3,3-dimethylhexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl)benzonitrile (22 mg) was obtained as a yellow glass.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273057B2
Source datasetuspto-grants-2016_03
ORD IDord-d9742883cb2b467cb953d50b73ced897
Source noteuspto-grants-2016_03