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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803098Generated: October 25, 2026

3-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chloride → Isopyrazam

https://huagongshe.com/reaction/1803098

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chlorideHCID 15340110—
Reactant9-Isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-amineHCID 59431341—
SolventTolueneHCID 1140—
ProductIsopyrazamHCID 25271089—

Reaction Conditions

Temperature85 °C

Reaction Steps

15.1 g (0.0752 mol, 96.5% pure) of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carbonyl chloride were dissolved at 25° C. in 100 ml of toluene. The solution was evacuated to 350 mbar and heated to 85° C. Subsequently, within 60 min, 20 g (0.074 mol, 75%; 65:10 syn/anti isomer mixture) of 9-isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-ylamine, dissolved in 100 ml of toluene, were metered in and the reaction mixture was stirred for another 1 hour. After venting and cooling to 25° C., the mixture was stirred overnight. Subsequently, the mixture was concentrated under reduced pressure and dried. The yield was 31.3 g; according to 1H NMR 70% pure (82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08350046B2
Source datasetuspto-grants-2013_01
ORD IDord-5caa2a9f753d4d1ca365d692eb890c5b
Source noteuspto-grants-2013_01