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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930436Generated: November 1, 2026

Methanol → HCID 86732273, compound

https://huagongshe.com/reaction/930436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 86732272HCID 86732272—
SolventEthyl acetate hexaneHCID 21226206—
ProductHCID 86732273HCID 8673227382.6%

Reaction Steps

A solution of N-((4S,6S)-4-(2-chloro-3-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-yl)benzamide (1.73 g, 4.17 mmol), methanol (25 mL) and DBU (0.798 mL, 5.30 mmol) was stirred at 55° C. overnight. The mixture was concentrated in vacuo, diluted with water and EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo. The crude was purified by silica gel chromatography: 0-100% EtOAc-hexane to give (4S,6S)-4-(2-chloro-3-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine as a white solid (1.07 g, 82% yield). MS m/z=415 [M+H]+. Calculated for C19H15ClF4N2O2: 414.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296734B2
Source datasetuspto-grants-2016_03
ORD IDord-f0f4e551e86a4a0fbf91a25c5f517b6a
Source noteuspto-grants-2016_03