Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2285026Generated: November 2, 2026

1,2-Dichloroethane → HCID 117666055, compound

https://huagongshe.com/reaction/2285026

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantWaterHCID 962—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-Fluoro-2-hydrazinylpyridineHCID 19916786—
ReactantL-Proline, 1-(1-methylethyl)- (9CI)HCID 45084886—
SolventDimethylformamideHCID 6228—
ProductHCID 117666055HCID 11766605583%

Reaction Steps

To a solution of (5-fluoro-pyridin-2-yl)-hydrazine (200 mg, 1.57 mmol) in DMF (15.0 mL) was added (5)-1-isopropyl-pyrrolidine-2-carboxylic acid (Chem. Commun. 2006, 14, 1482, which is incorporated herein by reference in its entirety; 247 mg, 1.57 mmol), EDC (332 mg, 1.73 mmol) and HOBt.H2O (20.0 mg, 0.16 mmol). The reaction was stirred overnight then partitioned between EtOAc and water. The aqueous layer was then extracted with EtOAc (3×). The combined organic layers were washed with brine, dried (MgSO4), filtered and evaporated in vacuo. The residue was purified by FCC, using 0-10% MeOH in DCM, to give the title compound (346 mg, 83%). LCMS (Method 1): Rt 0.37 min, m/z 267.1 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145413B2
Source datasetuspto-grants-2015_09
ORD IDord-507e4e24a0c84b1e9b09fa3707f18bf9
Source noteuspto-grants-2015_09