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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1716604Generated: October 31, 2026

Cesium carbonate → (R)-{2-[4-(2,6-dimethyl-imidazo[4,5-c]pyridin-3-yl)-piperidin-1-ylmethyl]-indan-5-yl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1716604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2,6-dimethyl-3-piperidin-4-yl-3H-imidazo[4,5-c]pyridineHCID 58852292—
Reactant(R)-(2-iodomethyl-indan-5-yl)-carbamic acid tert-butyl esterHCID 68507738—
SolventAcetonitrileHCID 6342—
Product(R)-{2-[4-(2,6-dimethyl-imidazo[4,5-c]pyridin-3-yl)-piperidin-1-ylmethyl]-indan-5-yl}-carbamic acid tert-butyl esterHCID 6850798454%

Reaction Conditions

Temperature85 °C

Reaction Steps

A solution of 2,6-dimethyl-3-piperidin-4-yl-3H-imidazo[4,5-c]pyridine (20 mg, 0.086 mmol) in acetonitrile (0.80 mL) was treated with (R)-(2-iodomethyl-indan-5-yl)-carbamic acid tert-butyl ester (50 mg, 0.13 mmol) and cesium carbonate (85 mg, 0.26 mmol). The mixture was stirred at 85° C. for 4 hrs. The mixture was filtered and the solvent was evaporated. Flash chromatography (10/1 CH2Cl2/CH3OH) afforded (R)-{2-[4-(2,6-dimethyl-imidazo[4,5-c]pyridin-3-yl)-piperidin-1-ylmethyl]-indan-5-yl}-carbamic acid tert-butyl ester (22 mg, 54%) as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803816B2
Source datasetuspto-grants-2010_09
ORD IDord-130e2f3848754323aa7df143d9d55f1c
Source noteuspto-grants-2010_09