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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386273Generated: November 1, 2026

Methyl iodide → HCID 86651592, compound

https://huagongshe.com/reaction/2386273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium t-butoxideHCID 23676156—
Reactant2-chloro-5-(2-methyl-2-(tetrahydro-2H-pyran-2-yloxy)propyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-oneHCID 86651591—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 86651592HCID 86651592133.1%

Reaction Steps

To a mixture of 2-chloro-5-(2-methyl-2-(tetrahydro-2H-pyran-2-yloxy)propyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (96.2 mg, 0.242 mmol) and iodomethane (0.076 ml, 1.21 mmol) in DMSO (4 ml) at 0° C. was added sodium 2-methylpropan-2-olate (46.6 mg, 0.485 mmol). The ice-bath was removed and the reaction mixture was stirred at room temperature for 16 h, followed by being poured into water. Extraction with EtOAc, washing with water, drying and concentration in vacuo gave crude 2-chloro-6a-methyl-5-(2-methyl-2-(tetrahydro-2H-pyran-2-yloxy)propyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (133 mg, 0.322 mmol) as a red oil which was used without further purification. MS [M+H] found 411.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268819B2
Source datasetuspto-grants-2012_09
ORD IDord-565ddcb0da174d779da819a05f6701a1
Source noteuspto-grants-2012_09