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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60515Generated: October 30, 2026

6-bromo-5-(1-hydroxy-3-methylbutyl)-1-methyl-3-(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione → 3-(6-bromo-5-isopentyl-1-methyl-2,4-dioxo-1,2-dihydropyrido[2,3-d]pyrimidin-3(4H)-yl)propyl formate

https://huagongshe.com/reaction/60515

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-bromo-5-(1-hydroxy-3-methylbutyl)-1-methyl-3-(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 118875516—
CatalystZincHCID 23994—
SolventFormic AcidHCID 284—
Product3-(6-bromo-5-isopentyl-1-methyl-2,4-dioxo-1,2-dihydropyrido[2,3-d]pyrimidin-3(4H)-yl)propyl formateHCID 11887591155.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 6-bromo-5-(1-hydroxy-3-methylbutyl)-1-methyl-3-(3-(tetrahydro-2H-pyran-2-yloxy)propyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (85 mg, 0.175 mmol) in HCOOH (1 mL) was added Zn dust (57 mg, 0.877 mmol). The reaction was heated at 50° C. for 2 h then cooled to RT and filtered. The filtrate was concentrated to give 3-(6-bromo-5-isopentyl-1-methyl-2,4-dioxo-1,2-dihydropyrido[2,3-d]pyrimidin-3(4H)-yl)propyl formate (40 mg, 47.0% yield) as a white solid. LCMS: MH+ 412 and TR=2.076 min. Used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440972B2
Source datasetuspto-grants-2016_09
ORD IDord-76e293a7395745a8b641f72b3b32cf95
Source noteuspto-grants-2016_09