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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1970407Generated: November 4, 2026

Benzeneethanamine, alpha-methyl-, phosphate (1:1) → HCID 45254328, compound

https://huagongshe.com/reaction/1970407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneethanamine, alpha-methyl-, phosphate (1:1)HCID 62885—
Reactant2-[(1E)-3,3-Dimethyl-1-buten-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 11769738—
ReactantPotassium phosphate, tribasic, monohydrateHCID 22031701—
ReactantHCID 87321994HCID 87321994—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 45254328HCID 45254328—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of (S)-3-chloro-7-(pyrimidin-5-yl)-5′H-spiro[chromeno[2,3-c]pyridine-5,4′-oxazol]-2′-amine (0.967 g, 2.64 mmol), trans-(3,3-dimethylbutenyl)boronic acid pinacol ester (1.389 g, 6.61 mmol), AmPhos (0.094 g, 0.132 mmol), and potassium phosphate hydrate (1.218 g, 5.29 mmol) in 10 mL dioxane/water (1:1) was heated in the microwave at 130° C. for 1 h. After cooling to rt, the reaction was concentrated and the residue purified by silica gel chromatography using 0-5% MeOH/DCM to give (S,E)-3-(3,3-dimethylbut-1-enyl)-7-(pyrimidin-5-yl)-5′H-spiro[chromeno[2,3-c]pyridine-5,4′-oxazol]-2′-amine. Found MS: MH+=414.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426447B2
Source datasetuspto-grants-2013_04
ORD IDord-3168c5754b0140df92384e5853fc2cbb
Source noteuspto-grants-2013_04