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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1828061Generated: October 31, 2026

Dicyclohexylcarbodiimide → HCID 11834249, compound

https://huagongshe.com/reaction/1828061

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-[(Tert-butoxy)carbonyl]piperidine-2-carboxylic acidHCID 581831—
ReactantHCID 178418616HCID 178418616—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 11834249HCID 1183424961.5%

Reaction Steps

To a solution of 12.9 g (56.51 mmol) of 1 and 17.49 g (84.77 mmol) of 1,3-dicyclohexylcarbodiimide in CH2Cl2 (250 mL) was added 9.42 g (84.77 mmol) of pyridine-2-thiol followed by 0.25 g (0.2 mmol) of 4-dimethylaminopyridine, and the mixture was stirred for 16 hrs at ambient temperature. The slurry was filtered and the resulting organic phase was evaporated to yield a yellow oil which was subject to column chromatography (EtOAc/Hexanes, 3:2) to yield 11.2 g (61.5%) of 2 as a yellow oil. TLC Rf=0.6 (EtOAc/Hexanes, 3:2)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07056935B2
Source datasetuspto-grants-2006_06
ORD IDord-b4cb78a4a96e4be39e746d08150f959f
Source noteuspto-grants-2006_06