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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1191020Generated: November 2, 2026

Hydrochloric Acid → HCID 58495621, compound

https://huagongshe.com/reaction/1191020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
ReactantHCID 58495553HCID 58495553—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 58495621HCID 58495621105.7%

Reaction Steps

Add 6-cyano-3-[N-(cyclohexyl)-N-(2,2,2-trifluoroacetyl)-aminomethyl]-pyridine (1.5 g, 4.8 mmol), 2M hydrogen chloride in ether (7.2 mL, 14.4 mmol) and 10% Pd/C (0.3 g) to methanol (30 mL) in a pressure vessel. Flush the vessel three times with hydrogen and charge to 50 psi with hydrogen. Stir at room temperature for 4 h. Filter the mixture through Whatman® GF/B glass microfiber filter paper, and concentrate in vacuo. Purify the residue by chromatography on silica gel (100 g) eluting with a gradient of DCM to 4:1 DCM/(chloroform:methanol:concentrated NH4OH 80:18:2) to obtain the title compound as a clear oil (1.6 g, 99%). MS (ES+) m/z: 316 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680091B2
Source datasetuspto-grants-2014_03
ORD IDord-49790f40905e4b29b3a307499bd8b604
Source noteuspto-grants-2014_03