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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2044075Generated: October 31, 2026

Ethyl Acetate → HCID 66832997, compound

https://huagongshe.com/reaction/2044075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant(3R)-3-Aminopiperidine, 3-BOC protectedHCID 1514172—
ReactantHCID 57489627HCID 57489627—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66832997HCID 6683299776.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 6-chloro-4-(4-(morpholine-4-carbonyl)phenylamino)-2-propoxynicotinamide (500 mg, 1.194 mmol) and (R)-tert-butyl piperidin-3-ylcarbamate (956 mg, 4.77 mmol) in THF (3 mL) was sealed in a vial and heated at 100° C. for 24 hrs. The reaction mixture was dissolved into ethyl acetate, washed with water, and concentrated. The solid material was chromatographed on an ISCO Companion 40 g silica gel column and eluted with (90:9:1 CH2Cl2:MeOH:NH4OH)/CH2Cl2 gradient (10-100%) to give 530 mg of (R)-tert-butyl 1-(5-carbamoyl-4-(4-(morpholine-4-carbonyl)phenylamino)-6-propoxypyridin-2-yl)piperidin-3-ylcarbamate as a white solid. LCMS: (M+H)+=583.46.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586751B2
Source datasetuspto-grants-2013_11
ORD IDord-f845dbfd5bda4cd2a8770fab79206ef8
Source noteuspto-grants-2013_11