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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657789Generated: November 1, 2026

Sodium Methoxide → 6-Benzyl-N-((6-methoxypyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine

https://huagongshe.com/reaction/657789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant6-Benzyl-N-((6-chloropyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amineHCID 59840709—
SolventMethanolHCID 887—
Product6-Benzyl-N-((6-methoxypyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amineHCID 5984069781.4%

Reaction Steps

A mixture of 6-benzyl-N-((6-chloropyridin-3-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine (2.5 g, 6.8 mmol), MeOH (5 mL), and 15% wt. sodium methoxide solution (10 g, 48 mmol) in MeOH was subjected to microwave irradiation at 150° C. for 60 min. The mixture was concentrated in vacuo and the residue was treated with water (50 mL) and extracted with CH2Cl2 (3×50 mL). The combined organic layers were washed with brine, dried (Na2SO4), and concentrated. The residue was purified by silica gel column (MeOH/CH2Cl2: 0-15%) to yield a yellow solid (2.0 g, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076345B2
Source datasetuspto-grants-2011_12
ORD IDord-4ee5dae3f4f34cacaa67ebfc6425da53
Source noteuspto-grants-2011_12