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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930300Generated: October 29, 2026

Hydrochloric Acid → tert-Butyl ((4S,6S)-4-(5-bromo-2-fluoropyridin-3-yl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-yl)carbamate

https://huagongshe.com/reaction/930300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl benzoyl((4S,6S)-4-(5-bromo-2-fluoropyridin-3-yl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-yl)carbamateHCID 86732129—
SolventMethanolHCID 887—
Producttert-Butyl ((4S,6S)-4-(5-bromo-2-fluoropyridin-3-yl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-yl)carbamateHCID 86732131—

Reaction Steps

The crude product (5i) from step 7 was dissolved in MeOH (15 mL). Potassium carbonate (Aldrich, 0.200 g, 1.445 mmol) was added and the reaction was stirred at room temperature for 40 min. Hydrogen chloride (4M in 1,4-dioxane; 1.1 mL, 4.40 mmol) was added to the reaction mixture and the solvent was removed under the reduced pressure. The residue was diluted with EtOAc and water. The organic layer was washed with brine, and dried over sodium sulfate. The filtrate was concentrated and the residue used in the next step without further purification. MS m/z=400, 402 [M−tBu]+/[M+2−tBu]+; Calculated for C16H18BrF4N0O3: 456.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296734B2
Source datasetuspto-grants-2016_03
ORD IDord-a953261741fe48ceaa40ebc056d6010d
Source noteuspto-grants-2016_03