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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1355480Generated: November 1, 2026

1,2-Dichloroethane → tert-butyl 4-(2-chloroisonicotinoyl)tetrahydro-1(2H)-pyrazinecarboxylate

https://huagongshe.com/reaction/1355480

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant2-chloro-N-methylisonicotinamideHCID 15115849—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Producttert-butyl 4-(2-chloroisonicotinoyl)tetrahydro-1(2H)-pyrazinecarboxylateHCID 2774091—

Reaction Steps

2-Chloroisonicotinic acid (12-2, 250 mg, 1.59 mmole), tert-butylpiperazine-1-carboxylate (355 mg, 1.9 mmole), EDC (365 mg, 1.9 mmole), and HOBt (257 mg, 1.9 mmole) were combined in dry DMF (10 mL). To this was added Et3N (0.55 mL, 3.97 mmole) at RT. After 18 hr the mixture was diluted with H2O and extracted with EtOAc (4×). The combined organic layers were washed with H2O, brine; then dried (MgSO4), filtered, and concentrated to give the titled compound as an amber oil which was used immediately in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586423B2
Source datasetuspto-grants-2003_07
ORD IDord-69726bf43b3d461a8af76e213a71a45f
Source noteuspto-grants-2003_07