Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chloride | HCID 15340110 | — |
| Reactant | HCID 86699878 | HCID 86699878 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86699877 | HCID 86699877 | 76% |
Reaction Steps
To a stirred solution of N-(6-fluoro-6,7,8,9-tetrahydro-5-H-benzocyclohepten-5-yl)-O-methyl-hydroxylamine (0.100 g; 0.48 mmol), prepared as described in example P2b and triethylamine (0.073 ml; 0.53 mmol) in dichloromethane (1 ml) under nitrogen at 0° C. was added drop wise 3-difluoromethyl-1-methyl-1H-pyrazole-4-carbonyl chloride (0.093 g; 0.48 mmol). The reaction mixture was stirred at 20° C. for 15 h under nitrogen. The solvent was removed in vacuo to afford a sticky oil which was subject to flash chromatography (eluant: c-hexane/ethyl acetate 95:5 to 0:100) to afford 0.134 g (76% of theory) of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (6-fluoro-6,7,8,9-tetrahydro-5-H-benzocyclohepten-5-yl)-methoxy-amide as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08653003B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-2ab5f94d5c604d45803d7e0920fc68b7 |
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| Source note | uspto-grants-2014_02 |
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