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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506427Generated: October 31, 2026

Trifluoroacetic acid → 1-(9b-morpholino-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,9b-dihydro-3aH-chromeno[3,4-d]isoxazol-7-yl)ethane-1,2-diol

https://huagongshe.com/reaction/1506427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant7-(2,2-dimethyl-1,3-dioxolan-4-yl)-9b-morpholino-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,9b-dihydro-3aH-chromeno[3,4-d]isoxazoleHCID 67171700—
Product1-(9b-morpholino-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,9b-dihydro-3aH-chromeno[3,4-d]isoxazol-7-yl)ethane-1,2-diolHCID 67168326—

Reaction Steps

A mixture of 7-(2,2-dimethyl-1,3-dioxolan-4-yl)-9b-morpholino-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,9b-dihydro-3aH-chromeno[3,4-d]isoxazole (Preparation 60D, 0.080 g, 0.140 mmol) and TFA (3.00 ml, 38.9 mmol) was stirred at room temperature for 60 min. The TFA was removed under reduced pressure, and the residue was diluted with dichloromethane, washed with a saturated aqueous solution of sodium bicarbonate, and dried over anhydrous sodium sulfate. Concentration under reduced pressure afforded a quantitative yield of 1-(9b-morpholino-3-(3-phenyl-4-(trifluoromethyl)isoxazol-5-yl)-4,9b-dihydro-3aH-chromeno[3,4-d]isoxazol-7-yl)ethane-1,2-diol as a yellow oil. The product had an HPLC ret. time=2.63 min.−Column: Chromolith SpeedROD 4.6×50 mm (4 min.); Solvent A=10% MeOH, 90% H2O, 0.1% TFA; Solvent B=90% MeOH, 10% H2O, 0.1% TFA. LC/MS M+1=532.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216972B2
Source datasetuspto-grants-2015_12
ORD IDord-1981987f07a74f1bbf3c7be634538a3c
Source noteuspto-grants-2015_12