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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092791Generated: October 25, 2026

Water → (R)-Methyl 6-(1-amino-4-methyl-1-oxopentan-2-ylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate

https://huagongshe.com/reaction/2092791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant(R)-2-Amino-4-methylpentanamideHCID 7271815—
Reactantmethyl 6-chloro-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinateHCID 58317582—
SolventDimethylacetamideHCID 31374—
Product(R)-Methyl 6-(1-amino-4-methyl-1-oxopentan-2-ylamino)-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinateHCID 6723747511%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of methyl 6-chloro-4-cyano-2-(1-methyl-1H-pyrazol-4-yl)nicotinate (82.9 mg, 0.300 mmol) and (R)-2-amino-4-methylpentanamide (39.0 mg, 0.300 mmol) in DMA (2 mL) was stirred at 150° C. for 12 h. Water was subsequently added and the mixture was extracted with EtOAc. The organic layers were washed with saturated aq NaHCO3, water, and brine, were dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, EtOAc) to give the title compound as a yellow oil (11.7 mg, 11%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440689B2
Source datasetuspto-grants-2013_05
ORD IDord-a01c30d4233d4913bfb3ef880ba92774
Source noteuspto-grants-2013_05