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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485778Generated: October 31, 2026

1,2-Dichloroethane → HCID 118079349, compound

https://huagongshe.com/reaction/1485778

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantMethylcarbamoyl chlorideHCID 80931—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 118080279HCID 118080279—
SolventEthyl AcetateHCID 8857—
ProductHCID 118079349HCID 118079349—

Reaction Conditions

Temperature50 °C

Reaction Steps

A reaction vial was charged with (S)-isopropyl 7-bromo-3-methyl-3,4-dihydropyrido[2,3-b]pyrazine-1(2H)-carboxylate (0.02 mmol), 1,2-dichloroethane (0.10 mL), and N,N-diisopropylethylamine (0.25 mL, 0.14 mmol). Methylcarbamic chloride (1.0 M solution in 1,2-dichloroethane, 0.120 mL, 0.120 mmol) was added, and the reaction was heated at 50° C. overnight. N,N-Diisopropylethylamine (0.25 mL, 0.14 mmol) and methylcarbamic chloride (1.0 M solution in 1,2-dichloroethane, 0.120 mL, 0.120 mmol) were added, and the reaction was heated at 80° C. overnight. The reaction was diluted with ethyl acetate and washed with saturated aqueous sodium chloride solution. The aqueous layer was separated and extracted with ethyl acetate and the combined organic layers were concentrated under a stream of nitrogen to afford (S)-isopropyl 7-bromo-3-methyl-4-(methylcarbamoyl)-3,4-dihydropyrido[2,3-b]pyrazine-1(2H)-carboxylate which was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422281B2
Source datasetuspto-grants-2016_08
ORD IDord-871e44bb1c1e4edeb5ce968ee8f0c2c7
Source noteuspto-grants-2016_08