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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1364538Generated: October 26, 2026

Benzylamine → 4-amino-N-benzyl-5-cyano-6-ethoxypyridine-2-carboxamide

https://huagongshe.com/reaction/1364538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant4-Amino-5-cyano-6-ethoxypicolinic acidHCID 11846460—
SolventDimethylacetamideHCID 31374—
Product4-amino-N-benzyl-5-cyano-6-ethoxypyridine-2-carboxamideHCID 11846461—

Reaction Steps

In a 20 mL scintillation vial, 4-amino-5-cyano-6-ethoxy-pyridine-2-carboxylic acid (19 mg, 0.09 mmol) was dissolved in DMA (0.7 mL). Then TBTU (30 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added, followed by the addition of benzylamine (11 mg, 0.11 mmol, 1.2 eq.) in DMA (0.6 mL). Then TEA (9.37 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added. The reaction mixture was shaken at room temperature for 24 hours. The crude mixture was purified using reverse phase HPLC (TFA). 1H NMR (500 MHz, DMSO-D6D2O) δ ppm 1.31 (t, 3H) 4.43-4.54 (m, 4H) 7.06-7.11 (m, 1H) 7.21-7.36 (m, 5H) 9.07-9.14 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888374B2
Source datasetuspto-grants-2011_02
ORD IDord-a37f099de09048609da3fff2fbe23a97
Source noteuspto-grants-2011_02