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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1882598Generated: November 2, 2026

N-[1-(2-pyridinyl)-4-piperidinyl]-1H-imidazole-1-carboxamide → Trifluoroacetic acid

https://huagongshe.com/reaction/1882598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[1-(2-pyridinyl)-4-piperidinyl]-1H-imidazole-1-carboxamideHCID 21978278—
ReactantN-{(1S,2R,3S,4R)-4-[2-(2-Amino-ethylamino)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide trifluoroacetateHCID 66630999—
SolventIsopropanolHCID 3776—
SolventDichloromethaneHCID 6344—
ProductTrifluoroacetic acidHCID 6422—
ProductN-[(1S,2R,3S,4R)-4-(6-(2,2-Diphenyl-ethylamino)-2-{2-[3-(3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-ureido]-ethylamino}-purin-9-yl)-2,3-dihydroxy-cyclopentyl]-propionamide trifluoroacetateHCID 66630610—

Reaction Steps

A solution of N-{(1S,2R,3S,4R)-4-[2-(2-amino-ethylamino)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide trifluoroacetate (Example 100) (27 mg, 37 μmol) in IPA (0.5 ml) is treated with imidazole-1-carboxylic acid (3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-amide (Intermediate C) (1.1 ml of a 10 mg/ml solution in DCM, 40 μmol). After stirring at room temperature for 7 days, the solvent is removed in vacuo and purification of the residue by C-18 reverse phase column chromatography eluting with acetonitrile:water:TFA (0.1%) (gradient of 0 to 100% acetonitrile) yields the title compound. (MH+ 748.6)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318750B2
Source datasetuspto-grants-2012_11
ORD IDord-94791413e1c34a9596f1e3d1cbc06c4f
Source noteuspto-grants-2012_11