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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332807Generated: October 25, 2026

Water → tert-butyl (1S,2R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)cyclohexylcarbamate

https://huagongshe.com/reaction/332807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant(1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protectedHCID 1514389—
Reactant3,5-Dichloropyrazine-2-carbonitrileHCID 52987744—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Producttert-butyl (1S,2R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)cyclohexylcarbamateHCID 86685544—

Reaction Steps

To the solution of 3,5-dichloropyrazine-2-carbonitrile (2.00 g, 11.5 mmol) in 30 mL NMP were added tert-butyl (1S,2R)-2-aminocyclohexylcarbamate (2.71 g, 12.6 mmol) and DIEA (4.07 mL, 13.8 mmol). The mixture was stirred at RT for 1.5 h. To it was poured 300 mL water. After stirring vigorously for 2 h, the solid was isolated by filtration, washed with water and dried in vacuum oven for overnight to afford tert-butyl (1S,2R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)cyclohexylcarbamate in quantitative yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877760B2
Source datasetuspto-grants-2014_11
ORD IDord-45b19d204bd84dfc893e16c0454f4f92
Source noteuspto-grants-2014_11