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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1760671Generated: October 25, 2026

Tetrahydrofuran → N-(1-Ethyl-propyl)-2-methyl-5-nitro-N'-(2,4,6-trimethyl-pyridin-3-yl)-pyrimidine-4,6-diamine

https://huagongshe.com/reaction/1760671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1-Propanamine, N-ethyl-HCID 88398—
Reactant(6-Chloro-2-methyl-5-nitro-pyrimidin-4-yl)(2,4,6-trimethyl-pyridin-3-yl)amineHCID 10757155—
ProductN-(1-Ethyl-propyl)-2-methyl-5-nitro-N'-(2,4,6-trimethyl-pyridin-3-yl)-pyrimidine-4,6-diamineHCID 982016586%

Reaction Conditions

Temperature-10 °C

Reaction Steps

To a cooled solution of (6-chloro-2-methyl-5-nitro-pyrimidin-4-yl(2,4,6-trimethyl-pyridin-3-yl)-amine (88 mg, 0.29 mmol) in 1 ml of dry THF was added 1 ethyl-propyl-amine (80 mg, 0.92 mmol) at −78° C. The mixture was stirred at that temperature for 3 hrs, then warmed to −10° C. for 1 hour. The mixture was quenched with water and extracted with ethyl acetate. The organic layer was dried and concentrated to give the title compound (88 mg, 86%) as an orange solid, mp 151-152° C. 1H NMR (CDCl3) δ 9.16 (d, 1H), 6.92 (s, 1H), 4.35 (m, 1H), 2.50 (s, 3H), 2.39 (s, 3H), 2.18 (s, 3H), 2.16 (s, 3H), 1.5-1.80 (m, 4H), 0.94 (t, 6H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06844351B1
Source datasetuspto-grants-2005_01
ORD IDord-bae5b9f85ab34f1189c94b13e1c6b5c9
Source noteuspto-grants-2005_01