Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chloride | HCID 15340110 | — |
| Reactant | HCID 44398212 | HCID 44398212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 72234673 | HCID 72234673 | — |
Reaction Steps
A solution of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carbonyl chloride (0.105 g; 0.54 mmol) in dichloromethane (2 ml) was added dropwise to a stirred solution of the amine from example P5 (compound Z1.004; 2-(4-chlorophenyl)-2-fluoro-cyclopropylamine; 0.100 g; 0.54 mmol) and triethylamine (0.15 ml; 1.08 mmol) in dichloromethane (3 ml). The reaction mixture was stirred for 1 hr at ambient temperature then allowed to stand for 18 h. The reaction mixture was washed with 2M HCl (5 ml) and with saturated NaHCO3 (5 ml) and then dried over MgSO4. Evaporation of the solvent yielded 0.15 g 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (2-(4-chlorophenyl)-2-fluoro-cyclopropyl)-amide in the form of a yellow solid (81% of theory) as a 7:3 mixture of cis/trans isomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618023B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-511df9176ae24a6dacfb1bcbfa38833f |
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| Source note | uspto-grants-2013_12 |
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