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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026835Generated: November 4, 2026

3-Amino-5-methylisoxazole → HCID 58236575, compound

https://huagongshe.com/reaction/1026835

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-5-methylisoxazoleHCID 66172—
ReactantDiisopropylethylamineHCID 81531—
ReactantTriphosgeneHCID 94429—
ReactantHCID 58236582HCID 58236582—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58236575HCID 58236575102.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 366 (0.15 g, 0.25 mmol) and DIPEA (0.11 mL, 0.080 g, 0.61 mmol) in tetrahydrofuran (50 mL) at 0° C. was added triphosgene (0.029 g, 0.098 mmol) and the resulting solution was stirred for 1 h at 0° C. 3-Amino-5-methylisoxazole (0.025 g, 0.25 mmol) was added and the mixture was warmed to room temperature and stirred for 3 h, then quenched with 1 mL of water and concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water; the organic phase was collected, washed with brine, dried over MgSO4, filtered and concentrated. The product was purified by silica gel chromatography (eluent 2% MeOH in EtOAc) to give 367 (0.074 g, 4% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729268B2
Source datasetuspto-grants-2014_05
ORD IDord-8b2dea1c90d44d9f92d6c65825498ebe
Source noteuspto-grants-2014_05