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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216039Generated: October 25, 2026

Pyridine → HCID 67036759, compound

https://huagongshe.com/reaction/216039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantOxalyl chlorideHCID 65578—
Reactant3-(1,3-Oxazol-5-yl)anilineHCID 2739289—
Reactant1-[(Tert-butoxy)carbonyl]-4-methylpiperidine-4-carboxylic acidHCID 23282848—
CatalystDimethylformamideHCID 6228—
Solvent1,2-DichloroethaneHCID 11—
SolventEthyl AcetateHCID 8857—
ProductHCID 67036759HCID 67036759—

Reaction Steps

To a solution of 1-(tert-butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid (61.3 mg, 0.252 mmol) and pyridine (79.7 mg, 0.08 mL, 1.01 mmol) in 1,2-dichloroethane (2 mL) at 0° C. was added DMF (1-2 drops) followed by oxalyl chloride (31.9 mg, 0.022 mL, 0.252 mmol). The reaction was stirred for 0.5 hour, and 3-(oxazol-5-yl)aniline (40.4 mg, 0.252 mmol) was added. The reaction was allowed to stir for another 1.5 hours. The mixture was diluted with ethyl acetate (10 mL), and the organics were washed with 0.1 N HCl (2×10 mL), brine (4 mL), dried over MgSO4, filtered, and concentrated to give the title compound, which was used in the next step without further purification. MS (ES+) [M+H]+=386.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193202B2
Source datasetuspto-grants-2012_06
ORD IDord-5dddd8738fb7483dadad9cbca615ce48
Source noteuspto-grants-2012_06