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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695985Generated: November 1, 2026

Methyl iodide → 2,4-dichloro-5,6a-dimethyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one

https://huagongshe.com/reaction/1695985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant2-Methylpropan-2-olateHCID 4574913—
Reactant2,4-dichloro-5-methyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-oneHCID 86651566—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product2,4-dichloro-5,6a-dimethyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-oneHCID 8665156795.6%

Reaction Steps

2,4-Dichloro-5-methyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (20 mg, 0.069 mmol) and iodomethane (9.82 mg, 0.069 mmol) were stirred in DMSO (2 mL). The mixture was frozen then 2-methylpropan-2-olate (19.94 mg, 0.208 mmol) was added as a solid followed by a layer of DMSO. The mixture was refrozen then allowed to warm up to room temperature and stirred for 1 hour. The reaction was diluted with water and extracted twice with EtOAc, the organic layers combined, dried over magnesium sulfate, filtered and evaporated in vacuo to give 20 mg (95%) of 2,4-dichloro-5,6a-dimethyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one as a white solid. MS [M+H] Found 303.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163755B2
Source datasetuspto-grants-2012_04
ORD IDord-ef13658f98894962aa4364ac5ea959c5
Source noteuspto-grants-2012_04