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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183543Generated: October 25, 2026

3-Pentanol → 4-(1-Ethyl-propoxy)-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]py-rimidine

https://huagongshe.com/reaction/2183543

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-PentanolHCID 11428—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]pyrimidineHCID 22474313—
SolventTetrahydrofuranHCID 8028—
Product4-(1-Ethyl-propoxy)-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]py-rimidineHCID 9903099—

Reaction Steps

To a solution of 3-pentanol (0.09 ml, 0.883 mmol) in dry THF was added 60% NaH in oil (20 mg, 0.500 mmol) and stirred for 5 min. A solution of 4-chloro-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]pyrimidine (50 mg, 0.166 mmol) in dry THF was added to the reaction mixture and the resulting mixture was heated at reflux for 2 hr. The mixture was quenched with water, extracted with ethyl acetate. The organic layer was washed with brine, separated, dried and concentrated to dryness to give the title compound as a white solid. 1H NMR (CDCl3) ä 6.92(s, 3H), 5.43(m, 1H), 4.02(s, 3H), 2.56(s, 3H), 2.29(s, 3H), 2.08(s, 6H), 1.80(m, 4H), 0.99(t, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900217B2
Source datasetuspto-grants-2005_05
ORD IDord-37a2327f738142abac116099ba315b98
Source noteuspto-grants-2005_05