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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283394Generated: November 1, 2026

Dimethylformamide → HCID 89544887, compound

https://huagongshe.com/reaction/2283394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant4-MethoxybenzylamineHCID 75452—
ReactantHCID 89545051HCID 89545051—
SolventEthyl AcetateHCID 8857—
ProductHCID 89544887HCID 8954488758.8%

Reaction Steps

Step 2 {(R)-[4-Chloro-3-(5-chloro-pyrazine-2-carbonyl)-2-fluoro-phenyl]-cyclopropyl-methyl}-carbamic acid tert-butyl ester (709 mg, 1.61 mmol), 4-methoxybenzylamine (0.232 ml, 1.77 mmol), triethylamine (0.448 ml, 3.22 mmol) and dimethylformamide (5 ml) was heated to 80 deg C for 3 hours. The reaction was allowed to cool, ethyl acetate was added, and the mixture was washed with 10% aqueous lithium chloride solution and brine. The organic liquors were dried (MgSO4) and concentrated. The residue was purified by column chromatography eluting with 10-50% ethyl acetate/petroleum ether furnishing ((R)-{4-Chloro-2-fluoro-3-[5-(4-methoxy-benzylamino)-pyrazine-2-carbonyl]-phenyl}-cyclopropyl-methyl)-carbamic acid tert-butyl ester (512 mg) as a yellow oil. [M+H]+ 541

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145354B2
Source datasetuspto-grants-2015_09
ORD IDord-afab2943eee94c2a8a5d5d0729d458d2
Source noteuspto-grants-2015_09