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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332962Generated: October 30, 2026

Pyridine → (R)-tert-butyl-2-((2-cyano-3-(sulfamoylamino)phenoxy)methyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/332962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantChlorosulfamic acidHCID 24499—
ReactantSodium BicarbonateHCID 516892—
Reactant(R)-tert-butyl-2-((3-amino-2-cyanophenoxy)methyl)piperidine-1-carboxylateHCID 86714286—
SolventDimethylacetamideHCID 31374—
Product(R)-tert-butyl-2-((2-cyano-3-(sulfamoylamino)phenoxy)methyl)piperidine-1-carboxylateHCID 86714285—

Reaction Steps

To a solution of (R)-tert-butyl-2-((3-amino-2-cyanophenoxy)methyl)piperidine-1-carboxylate (Example 15d, 8.65 g, 26.1 mmol) in dimethyl acetamide (48 mL) were added pyridine (8.44 mL, 104 mmol) and sulfamoyl chloride (6.03 g, 52.2 mmol). The reaction mixture was stirred at room temperature for 1 hour, neutralized with saturated aqueous NaHCO3 solution and extracted with ethyl acetate. The extract was dried over anhydrous Na2SO4, filtered, and concentrated to give the title compound as a clear oil, which was used immediately in the next step. MS 311 (MH+-boc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877922B2
Source datasetuspto-grants-2014_11
ORD IDord-35350f25edf84b83b0f573df71572285
Source noteuspto-grants-2014_11