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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1681877Generated: October 26, 2026

Trityl chloride → 1-Triphenylmethyl-5-methoxycarbonyl-1,4,5,6-tetrahydropyrimidine

https://huagongshe.com/reaction/1681877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrityl chlorideHCID 6456—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1,4,5,6-Tetrahydro-5-methoxycarbonylpyrimidine HydrochlorideHCID 19962059—
SolventDimethylformamideHCID 6228—
Product1-Triphenylmethyl-5-methoxycarbonyl-1,4,5,6-tetrahydropyrimidineHCID 10045571—

Reaction Steps

1,4,5,6-Tetrahydro-5-methoxycarbonylpyrimidine hydrochloride (I.49 g, 8.3 mmol), 1,8 diazabicyclo [5.4.0] undec-7ene, (hereinafter diazabicycloundecene and/or DBU), (2.5 mL, 16.6 mmol), and tritylchloride (2.32 g, 8.3 mmol) were suspended in anhydrous DMF (20 ml) with stirring under nitrogen at room temperature. After 18 hours stirring the suspension was evaporated in vacuo and the residue chromatographed (silica, chloroform/methanol, 9:1) to yield 2.28 g (rf=0.15, 71%) white crystalline solid identified by 300 MHz nmr and ms m/z=384.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05175166
Source datasetuspto-grants-1992_12
ORD IDord-3677f87c329c43c5b9803f40d39767d9
Source noteuspto-grants-1992_12