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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 653185Generated: October 28, 2026

4-(((2-Aminoethyl)thio)methyl)-5-methylimidazole → Pyrimidine

https://huagongshe.com/reaction/653185

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(((2-Aminoethyl)thio)methyl)-5-methylimidazoleHCID 665568—
Reactant2-[(Thiazol-2-yl)methylthio]ethylamineHCID 12923403—
Reactant4-(3-Methoxypyridin-2-yl)butan-1-amineHCID 13060028—
ReactantHCID 20195958HCID 20195958—
ProductPyrimidineHCID 9260—
ProductHCID 20195961HCID 20195961—
ProductHCID 20195962HCID 20195962—
ProductHCID 178516534HCID 178516534—

Reaction Steps

This compound (1 g in each run) is reacted with an excess of 4-(3-methoxy-2-pyridinyl)butylamine, 2-[(5-methyl-4-imidazolylmethyl)thio]ethylamine or 2-[(2-thiazolylmethyl)thio]ethylamine in the last two reactions of Example 1 to give 4-ethoxy-5-[(6-methyl-3-pyridinyl)methyl]-2-[[4-(3-methoxy-2-pyridinyl)butyl]amino]pyrimidine, 4-ethoxy-5-[(6-methyl-3-pyridinyl)methyl]-2[2-[(5-methyl-4-imidazolylmethyl)thio]ethyl]amino]pyrimidine and 4-ethoxy-2-[[2-[(2-thiazolylmethyl)thio]ethyl]amino]-5-[(6-methyl-3-pyridinyl)methyl]pyrimidine and their corresponding 4-(lH)-pyrimidinone end products after splitting the ether using boron tribromide in ethylene chloride in the cold.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04675406
Source datasetuspto-grants-1987_06
ORD IDord-4f7919c3ea6142518289c805593ef3cd
Source noteuspto-grants-1987_06