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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522900Generated: October 29, 2026

4,6-Dichloropyrimidine → HCID 86685253, compound

https://huagongshe.com/reaction/522900

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,6-DichloropyrimidineHCID 70943—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Amino-N-methylbenzamideHCID 676526—
SolventIsopropanolHCID 3776—
ProductHCID 86685253HCID 8668525392.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 4,6-dichloropyrimidine (500.0 mg, 3.36 mmol) and 3-amino-N-methylbenzamide (504 mg, 3.36 mmol) in 2-propanol (5.00 mL) at RT was added N,N-diisopropylethylamine (0.877 mL, 5.03 mmol). The resulting reaction mixture was heated at 80° C. for 3 days, cooled to RT, concentrated, purified using MPLC (25 g cartridge, 40 g column, 0 to 100% EtOAc-hexanes then 30-100% 90:10 CH2Cl2-MeOH in CH2Cl2). Fractions with product were combined and concentrated giving 3-(6-chloropyrimidin-4-ylamino)-N-methylbenzamide (815.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334269B2
Source datasetuspto-grants-2016_05
ORD IDord-d86aa10c635047cfbcf84f878f164d81
Source noteuspto-grants-2016_05