Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888107Generated: November 4, 2026

1,2-Dichloroethane → HCID 59444247, compound

https://huagongshe.com/reaction/1888107

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-((tert-Butoxycarbonyl)amino)-3-methylbutanoic acidHCID 10376046—
Reactant(S)-4-(4-chlorophenyl)-3,3-dimethylpiperidin-4-olHCID 18437142—
SolventDichloromethaneHCID 6344—
ProductHCID 59444247HCID 59444247—

Reaction Steps

A mixture of (S)-4-(4-chlorophenyl)-3,3-dimethylpiperidin-4-ol (prepared in a similar manner as described in International Patent Application No. WO 04/043965, 0.949 g, 3.96 mmol), 3-(tert-butoxycarbonylamino)-3-methylbutanoic acid (0.86 g, 3.96 mmol), HOBt (1.334 g, 8.71 mmol), and Hunig's base (2.074 mL, 11.88 mmol) in methylene chloride (20 mL) was treated with EDC (1.669 g, 8.71 mmol), and the reaction was allowed to stir for about 16 h 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 1M NaOH, 3× with 1M HCl, once with water, and once with brine, dried over sodium sulfate, and concentrated in vacuo to yield an amber solid which was used as-is in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501782B2
Source datasetuspto-grants-2013_08
ORD IDord-2bf53680ca414e57b1df99dbd699e089
Source noteuspto-grants-2013_08