HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878272Generated: November 1, 2026
3-Chloro-5-cyclopropylbenzoic acid → 3-Chloro-5-cyclopropyl-N-[4-(4-fluoro-2-methoxy-phenyl)-pyridin-3-yl]-N-methyl-benzamide
https://huagongshe.com/reaction/878272
Participants
| Role | Name | HCID | Charge |
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| Reactant | 3-Chloro-5-cyclopropylbenzoic acid | HCID 68558371 | — |
| Reactant | 3-Fluoro-N-[4-(4-fluoro-2-methoxy-phenyl)-pyridin-3-yl]-N-methyl-5-trifluoromethyl-benzamide | HCID 70663278 | — |
| Product | 3-Chloro-5-cyclopropyl-N-[4-(4-fluoro-2-methoxy-phenyl)-pyridin-3-yl]-N-methyl-benzamide | HCID 70663597 | — |
Reaction Steps
The title compound was prepared in analogy to example 90, from 3-chloro-5-cyclopropylbenzoic acid and 4-(4-fluoro-2-methoxyphenyl)-N-methylpyridin-3-amine (0.18 g, 775 μmol, example 129, intermediate) after a reaction time of 41 hours at room temperature. The compound was purified by silica gel chromatography on a 10 g column using an MPLC system eluting with a gradient of n-heptane:EtOAc (100:0 to 0:100). The product was purified by preparative HPLC (Gemini NX column) using a gradient of MeOH:water (containing 0.1% formic acid) (20:80 to 98:2). The product was purified by preparative HPLC (Gemini NX column) using a gradient of MeOH:water (containing 0.1% formic acid) (20:80 to 98:2). Colorless solid (0.012 g; 3%). MS (ESI): m/z=411.13 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08987307B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-80b06ecc55d24c73a898ca9e8bb980a1 |
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| Source note | uspto-grants-2015_03 |
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