HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39413Generated: October 27, 2026
Triethylamine → N-[9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide
https://huagongshe.com/reaction/39413
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chloride | HCID 15340110 | — |
| Reactant | 9-(Dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-amine | HCID 58361927 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | N-[9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide | HCID 53491464 | 83.4% |
Reaction Steps
9-Dichloromethylene-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-ylamine (166 g, 35% xylene solution, 0.25 mol), triethylamine (28 g, 0.275 mol) and xylene (13 g) were charged in a reactor and the mixture was heated to 80° C. 3-Difluoromethyl-1-methyl-1H-pyrazole-4-carbonyl chloride (182 g, 26% xylene solution, 0.25 mol) was added over 2 hours. After conversion, the product was extracted, concentrated and crystallized in a mixture of xylene/methycyclohexane. 83 g of pure product were isolated. (Purity: 97%, Yield: 82%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08524915B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-46fb6c49246341ae90999280e6b39122 |
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| Source note | uspto-grants-2013_09 |
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