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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200663Generated: October 30, 2026

3-Methylbenzyl alcohol → HCID 90403107, compound

https://huagongshe.com/reaction/2200663

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methylbenzyl alcoholHCID 11476—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 90402980HCID 90402980—
SolventDimethylformamideHCID 6228—
ProductHCID 90403107HCID 90403107—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of m-tolylmethanol (37 mg, 0.3 mmol) in DMF (2 mL) was added sodium hydride (18 mg, 0.45 mmol) at 0° C. After stirring at 0° C. for 30 min, 8-bromo-7-(4-chlorobenzyl)-3-methyl-1-(2-(2-(tetrahydro-2H-pyran-2-yloxy)ethoxy)ethyl)-1H-purine-2,6(3H,7H)-dione (80 mg, 0.15 mmol, intermediate 11) was added. The mixture was stirred at 0° C. for 15 min, then aqueous ammonium chloride solution (2 mL) was added at 0° C. The mixture was partitioned between ethyl acetate and water. The organic layers were combined, dried over sodium sulfate, filtered and concentrated to give a crude product which was used without purification. LCMS retention time 1.967 min; LCMS MH+-THP 499.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359359B2
Source datasetuspto-grants-2016_06
ORD IDord-1a35f95b76844e119fc364ef29d7040b
Source noteuspto-grants-2016_06