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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2089057Generated: October 25, 2026

Triethylamine → Tert-butyl 3-(6-chloro-4-iodopyridin-2-ylamino)cyclohexylcarbamate

https://huagongshe.com/reaction/2089057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDi-tert-butyl dicarbonateHCID 90495—
ReactantN1-(6-chloro-4-iodopyridin-2-yl)cyclohexane-1,3-diamineHCID 86649873—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl 3-(6-chloro-4-iodopyridin-2-ylamino)cyclohexylcarbamateHCID 8718503453.3%

Reaction Steps

To a mixture of Example 260a (2.60 g, 7.39 mmol) and triethylamine (1.340 mL, 9.61 mmol) in tetrahydrofuran (50 mL) was added BOC2O (1.78 g, 8.13 mmol) at 0° C. The ice bath was removed and the reaction was stirred at room temperature for 90 minutes. The reaction was diluted with EtOAc and washed with brine and sat. NaHCO3. The organic layer was dried over MgSO4, filtered, concentrated, and purified on an 80 g column using the ISCO Companion flash system eluting with hexane/EtOAc (8:2 to 6:4) to give 1.78 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08435980B2
Source datasetuspto-grants-2013_05
ORD IDord-42e50410994c467c8e7938d88b5ad25f
Source noteuspto-grants-2013_05