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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 579012Generated: October 30, 2026

Hydrochloric Acid → HCID 178461435, compound

https://huagongshe.com/reaction/579012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantHCID 51723334HCID 51723334—
ReactantHCID 178509615HCID 178509615—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178461435HCID 17846143567.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

Combine 6-(4-(4-cyanophenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid (100 mg, 0.327 mmol), EDCI (94 mg, 0.490 mmol), HOBT hydrate (75 mg, 0.490 mmol) in DMF (1 mL) and added Hunig's base (127 mg, 0.980 mmol). Then (1s,2s)-2-methylcyclopropanamine (34.8, 0.490 mmol) was added and the mixture was stirred at 60° C. for 3 h. The reaction mixture was diluted with water (4 mL) and acidified with 1N HCl to pH=5-6 to give a solid. The solid was collected by filtration, washed with water (2 mL), and recrystallized from hot MeOH (3-6 mL) to give the title compound (79.2 mg, 67.5% yield) as a white solid. MS m/z [M+H]+ 360.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040522B2
Source datasetuspto-grants-2015_05
ORD IDord-95b7d432e1ff43d882cad7fb0481f000
Source noteuspto-grants-2015_05