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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521720Generated: October 31, 2026

Diisopropylethylamine → HCID 90121138, compound

https://huagongshe.com/reaction/521720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-fluoropyrimidineHCID 583466—
ReactantHCID 90111297HCID 90111297—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90121138HCID 9012113863.8%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a stirred solution of 1-[(4-methoxyphenyl)methyl]-6a-(3-pyridyl)-3a,4,5,6-tetrahydro-3H-pyrrolo[3,4-c]isoxazole (1.33 g, 4.27 mmol) in 1,4-dioxane (30 mL) is added 2-chloro-5-fluoro-pyrimidine (2.55 g, 19.22 mmol) and diisopropylethylamine (3.72 mL, 21.36 mmol). The resulting solution is heated at 110° C. for 3 hours. The reaction is cooled and the solvent is evaporated under vacuum to give a residue. The residue is purified by silica gel chromatography using a 0-5% gradient of 0.14 M ammonia/methanol solution in dichloromethane to give the title compound (1.11 g, 54%). ES/MS (m/e): 408 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328124B2
Source datasetuspto-grants-2016_05
ORD IDord-5e58cec6c60945daabda5e2955ac0a40
Source noteuspto-grants-2016_05