Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-Fluorobenzoyl chloride | HCID 67879 | — |
| Reactant | 4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]benzoic acid | HCID 2780696 | — |
| Reactant | 4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]benzoyl chloride | HCID 2780700 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57595458 | HCID 57595458 | — |
Reaction Steps
N-(4-chlorophenyl)-N-((2S,4R)-2-methyl-1-{4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]benzoyl}-1,2,3,4-tetrahydroquinolin-4-yl)acetamide was prepared following general procedure A, substituting 4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]benzoyl chloride for 4-fluorobenzoyl chloride. (4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]benzoyl chloride was prepared in one step from 4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]benzoic acid. 4-[3-(Trifluoromethyl)-1H-pyrazol-1-yl]benzoic acid was treated with oxalyl chloride in DCM and catalytic DMF to afford 4-[3-(trifluoromothyl)-1H-pyrazol-1-yl]benzoyl chloride in decent yield). The rest of the procedures were followed as indicated in general procedure A to afford N-(4-chlorophenyl)-N-((2S,4R)-2-methyl-1-{4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]benzoyl}-1,2,3,4-tetrahydroquinolin-4-yl)acetamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07504508B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-516f5754b7e74eee9937bef93f434c35 |
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| Source note | uspto-grants-2009_03 |
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