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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052051Generated: November 4, 2026

Sodium Hydroxide → 4-Methyl-3-[2-(methylsulfanyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-6-yl]benzoic Acid

https://huagongshe.com/reaction/1052051

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantMethyl-4-methyl-3-[2-(methylsulfanyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-6-yl]benzoateHCID 86695858—
Solvent1,4-DioxaneHCID 31275—
Product4-Methyl-3-[2-(methylsulfanyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-6-yl]benzoic AcidHCID 8979878787%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of methyl-4-methyl-3-[2-(methylsulfanyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-6-yl]benzoate (82 mg, 0.249 mmol) in 1,4-dioxane (5 ml) was treated with 1.0 N NaOH (aq.) (0.748 ml, 0.748 mmol) and the reaction mixture was heated at 100° C. for 15 hours. The solvent was removed in vacuo and the residue was taken up in water. The aqueous mixture was washed with EtOAc and acidified to pH˜2-3 with 1.0 N HCl (aq.). The white, amorphous precipitate which formed was collected, washed with water, and dried to give the title compound (67 mg, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388176B2
Source datasetuspto-grants-2016_07
ORD IDord-2f4fbc948ace440f9095180b5d320971
Source noteuspto-grants-2016_07