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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710016Generated: October 30, 2026

Dichloromethane → HCID 71224725, compound

https://huagongshe.com/reaction/710016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTrifluoroacetic acidHCID 6422—
ReactantEthyl isocyanateHCID 8022—
ReactantHCID 71224703HCID 71224703—
SolventMethanolHCID 887—
SolventPyridineHCID 1049—
ProductHCID 71224725HCID 7122472518%

Reaction Conditions

Temperature45 °C

Reaction Steps

(R)-3-[3-[(Furan-2-carbonyl)-amino]-4-(4-o-tolyl-piperazin-1-yl)-benzoylamino]-piperidine-1-carboxylic acid tert-butyl ester (0.12 g, 0.204 mmol) was stirred with a mixture of DCM (1.0 mL) and TFA (1.0 mL) for 4 h. LC-MS indicated the completion of deprotection. The mixture was concentrated and dissolved in pyridine (5.0 mL). EtNCO (29 mg, 0.41 mmol) was added and the reaction mixture was stirred at 45° C. for 6 h. Pyridine was rotavaped out and the crude was dissolved in methanol and purified on preparatory HPLC using water/methanol as eluent to give desired product (0.02 g, 18%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181226B2
Source datasetuspto-grants-2015_11
ORD IDord-011b4e1672e04789a4b74c640b425dae
Source noteuspto-grants-2015_11