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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930539Generated: October 27, 2026

Methyl iodide → 6-methyl-N2-(4-(oxazol-5-yl)phenyl)-N4-phenyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine

https://huagongshe.com/reaction/1930539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantTriethylamineHCID 8471—
ReactantN2-(4-(oxazol-5-yl)phenyl)-N4-phenyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamineHCID 46200052—
SolventDimethylformamideHCID 6228—
Solvent1,4-DioxaneHCID 31275—
Product6-methyl-N2-(4-(oxazol-5-yl)phenyl)-N4-phenyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamineHCID 4620005323%

Reaction Conditions

Temperature25 °C

Reaction Steps

Triethylamine (0.022 mL, 0.16 mmol) was added to N2-(4-(oxazol-5-yl)phenyl)-N4-phenyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine (0.06 g, 0.16 mmol, Example 3) in DMF (1 mL) and dioxane (1 mL). Iodomethane (0.031 g, 0.22 mmol) was added and the reaction stirred at 25° C. for 1 h. Solvent was removed under reduced pressure and the crude product redissolved in DMSO. The crude product was purified by preparative HPLC to give 6-methyl-N2-(4-(oxazol-5-yl)phenyl)-N4-phenyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine (0.014 g, 23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188101B2
Source datasetuspto-grants-2012_05
ORD IDord-66d5a324b7574218a89dc5425853c33b
Source noteuspto-grants-2012_05