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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 353935Generated: October 30, 2026

Diisopropylethylamine → Morpholine-4-carboxylic acid [1-(1-carbamimidoyl-4-cyano-piperidin-4-ylcarbamoyl)-2-cyclohexyl-ethyl]-amide p-toluenesulfonate

https://huagongshe.com/reaction/353935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazole-1-carboxamidinium tosylateHCID 11221277—
ReactantMorpholine-4-carboxylic acid [1-(4-cyano-piperidin-4-ylcarbamoyl)-2-cyclohexyl-ethyl]-amide hydrochlorideHCID 22260409—
SolventDimethylformamideHCID 6228—
ProductMorpholine-4-carboxylic acid [1-(1-carbamimidoyl-4-cyano-piperidin-4-ylcarbamoyl)-2-cyclohexyl-ethyl]-amide p-toluenesulfonateHCID 22260513—

Reaction Steps

Morpholine-4-carboxylic acid [1-(4-cyano-piperidin-4-ylcarbamoyl)-2-cyclohexyl-ethyl]-amide hydrochloride (0.2 g, 0.47 mmol) was dissolved in 3 mL of DMF and 2 equiv of Hunig's base was added followed by 1-carbamimidoyl-1,2,3-benztriazole p-toluenesulfonate (0.16 g, 0.47 mmol). The reaction was stirred 24 hours at which time the solvent was removed in vacuo. The resulting paste was purified by preparative HPLC to give the title compound; MS, m/z 434, M+1-p-toluene sulfonate).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06756372B2
Source datasetuspto-grants-2004_06
ORD IDord-cc54857f42d6468ca04f65b5f46c63b7
Source noteuspto-grants-2004_06