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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2044069Generated: October 31, 2026

Diisopropylethylamine → HCID 68065850, compound

https://huagongshe.com/reaction/2044069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(3R)-3-Aminopiperidine, 3-BOC protectedHCID 1514172—
ReactantHCID 57489620HCID 57489620—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 68065850HCID 6806585087.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of benzyl 4-(4-(3-carbamoyl-6-chloropyridin-2-ylamino)phenyl)piperazine-1-carboxylate (4 g, 8.58 mmol), (R)-tert-butyl piperidin-3-ylcarbamate (2.58 g, 12.88 mmol), and DIEA (3.00 mL, 17.17 mmol) in N-methyl-2-pyrrolidinone (6 mL) was placed in two capped scintillation vials and heated at 100° C. overnight. The reaction mixtures were quenched with water and filtered. The solid was purified by MPLC chromatography (ISCO, 6% NH4OH/MeOH/CH2Cl2, two 40 g stacked silica gel columns) to give 4.71 g of ((R)-benzyl 4-(4-(6-(3-(tert-butoxycarbonylamino)piperidin-1-yl)-3-carbamoylpyridin-2-ylamino)phenyl)piperazine-1-carboxylate).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586751B2
Source datasetuspto-grants-2013_11
ORD IDord-9744115b09154ee9a54752f371ee0c54
Source noteuspto-grants-2013_11