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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521718Generated: October 30, 2026

Diisopropylethylamine → HCID 90112022, compound

https://huagongshe.com/reaction/521718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-fluoro-4-methoxy-6-methylpyrimidineHCID 58252332—
ReactantHCID 90112018HCID 90112018—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90112022HCID 9011202238.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a stirred solution of 6a-pyrazin-2-yl-1,3,3a,4,5,6-hexahydropyrrolo[3,4-c]isoxazole (1.4 g, 7.28 mmol) in 1,4-dioxane (30 mL) is added 2-chloro-5-fluoro-4-methoxy-6-methyl-pyrimidine (5.14 g, 29.13 mmol) and diisopropylethylamine (5.7 mL, 32.77 mmol). The resulting solution is heated at 110° C. for 4 hours. The reaction is cooled and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography using a 0-5% gradient of 0.14 M ammonia/methanol solution in dichloromethane to give the title compound (0.93 g, 38%). ES/MS (m/e): 333 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328124B2
Source datasetuspto-grants-2016_05
ORD IDord-c84fc1ea2cc042e5b6a065b98130b5db
Source noteuspto-grants-2016_05