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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827808Generated: October 31, 2026

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

https://huagongshe.com/reaction/1827808

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 numberUS07056915B2
Source datasetuspto-grants-2006_06
ORD IDord-82bddd1acb564ebbb0a49befa0ac6f98
Source noteuspto-grants-2006_06