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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695980Generated: October 26, 2026

Methyl iodide → HCID 86651564, compound

https://huagongshe.com/reaction/1695980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium t-butoxideHCID 23676156—
Reactant2-chloro-5-((1-methyl-1H-pyrazol-3-yl)methyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-oneHCID 86651563—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 86651564HCID 86651564—

Reaction Steps

2-Chloro-5-((1-methyl-1H-pyrazol-3-yl)methyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (100 mg, 0.299 mmol) and iodomethane (0.037 mL, 0.597 mmol) were mixed in DMSO (2 mL) in a sealed scintillation vial. The mixture was frozen then sodium 2-methylpropan-2-olate (57.4 mg, 0.597 mmol) was added and covered with a layer of DMSO. The mixture was refrozen then allowed to warm to room temperature and stirred overnight. An additional 1 eq of iodomethane was added. After 1 hour the reaction was diluted with water and extracted into EtOAc. The organic layer was dried over magnesium sulfate, filtered, and evaporated in vacuo to give 2-chloro-6a-methyl-5-((1-methyl-1H-pyrazol-3-yl)methyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one as a yellow oil, which was used without further purification. MS [M+H] Found 349.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163755B2
Source datasetuspto-grants-2012_04
ORD IDord-26161a891e914fe7a3c39c2f14feece6
Source noteuspto-grants-2012_04