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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771405Generated: November 3, 2026

4,6-Dichloropyrimidine → HCID 86711520, compound

https://huagongshe.com/reaction/1771405

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,6-DichloropyrimidineHCID 70943—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-Amino-1-naphthol hydrochlorideHCID 2723858—
SolventAcetonitrileHCID 6342—
ProductHCID 86711520HCID 86711520—

Reaction Steps

To a solution of 4-aminonaphthalen-1-ol hydrochloride (6.82 g, 31.4 mmol) in acetonitrile (80 mL) at 0° C. was added drop-wise DBU (11.0 mL, 75.0 mmol). After 10 min 4,6-dichloropyrimidine (5.00 g, 34.0 mmol) was added portion-wise over 5 min and the reaction mixture warmed to RT for 3 hr and then evaporated in vacuo. The residue was diluted with water (250 mL) and sonicated for 15 min and then stirred at RT for 16 hr. The resulting precipitate was isolated by filtration, washed with water (3×100 mL) and dried in vacuo to afford the title compound, Intermediate E3, as a grey solid (8.27 g, 97%); Rt 1.85 min (Method 2, acidic); m/z 272 (M+H)+, (ES+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249125B2
Source datasetuspto-grants-2016_02
ORD IDord-78f48944e29d433eaed5e7e6190af2fc
Source noteuspto-grants-2016_02