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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1617259Generated: November 1, 2026

Hydrochloric Acid → Methyl 2-(3-((2-amino-4-(butylamino)-6-methylpyrimidin-5-yl)methyl)-4-methoxyphenyl)acetate

https://huagongshe.com/reaction/1617259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantBoron tribromideHCID 25134—
Reactant2-(3-((2-Amino-4-(butylamino)-6-methylpyrimidin-5-yl)methyl)-4-methoxyphenyl)acetic acidHCID 68952062—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 2-(3-((2-amino-4-(butylamino)-6-methylpyrimidin-5-yl)methyl)-4-methoxyphenyl)acetateHCID 42613821—

Reaction Steps

A solution of boron tribromide (13.95 ml, 1M in DCM) was added portionwise over 30 min to a stirred suspension of the product from example 83 step (iv) (1 g) in DCM (15 mL) at 0° C. The suspension was allowed to warm to rt and stirred for 5 h. The suspension was cooled to 0° C. and then MeOH (10 mL) and 4M HCl in dioxane (2 mL) were added and the mixture stirred for 1 h. The solvent was evaporated under reduced pressure and the residue was purified by flash silica chromatography (5% MeOH/DCM) to give the title compound (minor product) as a white solid, 51 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765939B2
Source datasetuspto-grants-2014_07
ORD IDord-4f235b70136a415e832d69cbeef2cfde
Source noteuspto-grants-2014_07