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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1016168Generated: November 1, 2026

1,2-Dichloroethane → HCID 57888765, compound

https://huagongshe.com/reaction/1016168

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(2R)-2-(((tert-butoxy)carbonyl)amino)-3-methylbutanoic acidHCID 637605—
ReactantHCID 57888694HCID 57888694—
SolventDichloromethaneHCID 6344—
ProductHCID 57888765HCID 5788876594.4%

Reaction Steps

A mixture of 4-(4-chlorophenyl)-3,3-dimethylpiperidin-4-amine (488 mg, 2.044 mmol), Boc-D-Val-OH (444 mg, 2.044 mmol), HOBT (626 mg, 4.09 mmol), and triethylamine (1.140 mL, 8.18 mmol) in dichloromethane (5 mL) was treated with EDC (784 mg, 4.09 mmol), and the mixture was stirred overnight at room temperature. The mixture was concentrated in-vacuo, and the residue was taken up in ethyl acetate. The organic phase was washed 3× with WATER, 3× with sat. sodium carbonate, and 1× with sat sodium chloride, dried over sodium sulfate, and concentrated in-vacuo. The residue was purified over silica gel, eluting with ethyl acetate/hexanes (25%-50%-100% EtOAc) to yield the title compound (845 mg, 1.929 mmol, 94% yield) as a colorless glass. MS (ESI+)=438.36, M+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07985861B2
Source datasetuspto-grants-2011_07
ORD IDord-f23799147c2f4edfa95e55147c157c06
Source noteuspto-grants-2011_07