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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722080Generated: October 30, 2026

Acetonitrile → Allyl [(4-amino-5-benzyl-2-pyrimidinyl)sulfanyl]acetate

https://huagongshe.com/reaction/722080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantAllyl AlcoholHCID 7858—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant(4-Amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acidHCID 21883178—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventTrifluoroacetic acidHCID 6422—
ProductAllyl [(4-amino-5-benzyl-2-pyrimidinyl)sulfanyl]acetateHCID 9796950—

Reaction Steps

(4-Amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid (0.25 mmol, 69 mg), dicyclohexylcarbodiimide (0.3 mmol, 62 mg) and allyl alcohol (0.3 mmol, 18 mg) were dissolved in 1 ml of DMF, and a catalytic amount of 4-dimethylaminopyridine (approx. 1–3 mg) was added. After shaking the mixture for 24 h at r.t., the title compound, MS: m/e=316.2 (M+H+), was obtained from the reaction mixture by HPLC chromatography (YMC CombiPrep C18 column 50×20 mm, solvent gradient 10–95% CH3CN in 0.1% TFA(aq) over 6.0 min, λ=230 nm, flow rate 40 ml/min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138404B2
Source datasetuspto-grants-2006_11
ORD IDord-74da07a0b0e14852b581171b1b739882
Source noteuspto-grants-2006_11