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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269344Generated: November 4, 2026

1,2-Dichloroethane → HCID 70212244, compound

https://huagongshe.com/reaction/2269344

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant3-AminopyridineHCID 10009—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(S)-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acidHCID 2734668—
SolventDimethylformamideHCID 6228—
ProductHCID 70212244HCID 7021224440.1%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of (2S)-2-tert-butoxycarbonylamino-3,3-dimethylbutanoic acid (3 g, 12.99 mmol) in DMF (25 mL) is added EDC (2.73 g, 14.29 mmol) and HOBT (1.93 g, 14.29 mmol). The resulting solution is stirred at 25° C. for 0.5 h and 3-aminopyridine (1.83 g, 19.48 mmol) is; added and the reaction is heated to 50° C. for 18 h. The mixture is concentrated, diluted with EtOAc (50 mL), and washed with saturated aqueous sodium bicarbonate. The organic layer is dried over anhydrous magnesium sulfate and concentrated in vacuo to provide (2S)-2-tert-butoxycarbonylamino-3,3-dimethylbutanoic acid 3-pyridylamide as a foam (1.6 g, 40% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329400B1
Source datasetuspto-grants-2001_12
ORD IDord-8e5be89cef134691b433808039ee3d46
Source noteuspto-grants-2001_12