Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394171Generated: October 29, 2026

Methanol → HCID 22648007, compound

https://huagongshe.com/reaction/394171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactanttert-Butyl acetateHCID 10908—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 22648121HCID 22648121—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22648007HCID 22648007—

Reaction Conditions

Temperature-50 °C

Reaction Steps

To a −78° C. solution of LiHMDS (4.1 mL) in 3 mL of THF was added t-butylacetate (0.6 mL). After stirring for 10 min, 1.0 g of 5-(bromomethyl)-4-chloro-6-(2,4-difluorophenyl)-2-(methylthio)pyrimidine (COMPOUND VV-3) in 4 mL of THF was added dropwise. The mixture was stirred at −78° C. for 1.5 h, then warmed to −50° C. The reaction mixture was recooled to −78° C. and 3 mL of methanol was added. The solution stirred for 24 h at rt. The crude mixture was purified by flash chromatography, eluting with 2% diethyl ether/hexanes. Mass spectrum m/z (ESI) 401.5 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809199B2
Source datasetuspto-grants-2004_10
ORD IDord-385412c2a46044e5bf6ee848c1615286
Source noteuspto-grants-2004_10