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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386281Generated: October 31, 2026

Water → HCID 86651598, compound

https://huagongshe.com/reaction/2386281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloroacetoneHCID 6571—
ReactantPotassium CarbonateHCID 11430—
Reactant2-chloro-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-oneHCID 86651560—
SolventDimethylformamideHCID 6228—
ProductHCID 86651598HCID 8665159873%

Reaction Steps

To a mixture of 2-chloro-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (822 mg, 3.42 mmol), chloroacetone (0.429 ml, 5.12 mmol) in DMF (10 ml) was added K2CO3 (1.42 g, 10.3 mmol) and the reaction mixture was stirred at room temperature for 2 days. The reaction mixture was poured into water and extracted with EtOAc. The organic layers were washed with water and saturated aqueous NaCl, dried and concentrated in vacuo to give a crude solid. The crude residue was triturated with hexane/ethyl acetate (3:1), collected by filtration, rinsed with hexane/ethyl acetate (3:1) and dried to afford 2-chloro-5-(2-oxopropyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (737 mg, 2.48 mmol, 73% yield) as a pale brown solid. MS [M+H] found 297.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268819B2
Source datasetuspto-grants-2012_09
ORD IDord-34b0d770fc124b8ea19c0f7c01accac5
Source noteuspto-grants-2012_09