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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120175Generated: October 31, 2026

Diethyl Ether → HCID 23438741, compound

https://huagongshe.com/reaction/2120175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-Amino-5-chloropyridineHCID 66174—
ReactantHCID 23438719HCID 23438719—
ReactantHCID 178455850HCID 178455850—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23438741HCID 2343874182.3%

Reaction Steps

To a stirring solution of 2-amino-5-chloropyridine (0.11 g, 0.85 mmol) in THF (12 mL) at 0° C. was added a 1 M solution of allylmagnesium bromide in diethyl ether (0.83 mL, 0.83 mmol). After 20 min, 2-[4-t-butylphenyl]-4H-6-aza-3,1-benzoxazin-4-one (0.115 g, 0.41 mmol) was added and the cold bath was removed. After 2 h, the mixture was diluted with ethyl acetate and washed three times with brine. The organic phase was dried (MgSO4), filtered and concentrated in vacuo. The solid was recrystallized from diethyl ether then washed several times with mixtures of ether/hexanes and dried to give 0.138 g (82%) of pale yellow needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06689780B1
Source datasetuspto-grants-2004_02
ORD IDord-fe94389d983f4b0794790b00f1b2c16d
Source noteuspto-grants-2004_02