Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Piperidinemethanol | HCID 420771 | — |
| Reactant | HCID 71811133 | HCID 71811133 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71217376 | HCID 71217376 | 38.4% |
Reaction Steps
A mixture of 6-chloro-N-[7-fluoro-1-(2-fluoro-phenyl)-4-oxo-1,4-dihydro-quinolin-3-yl-methyl]-nicotinamide (55 mg, 0.129 mmol), piperidin-4-yl methanol (22.3 mg, 0.194 mmol), triethylamine (0.036 mL, 258 mmol), and DMF (2 mL) was heated in a sealed tube at 140° C. for 5 hr. The crude material was purified by reverse phase chromatography (10% acetonitrile-water ramped to 60% acetonitrile-water). The product 4-hydroxymethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-carboxylic acid [7-fluoro-1-(2-fluoro-phenyl)-4-oxo-1,4-dihydro-quinolin-3-ylmethyl]-amide (25 mg, 38%) was isolated as a light yellow solid. MS calcd. for C28H26F2N4O3 [(M+H)+] 505.2, obsd. 505.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08501732B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-d351d3e176544ba4a8dcf3baf4d018c0 |
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| Source note | uspto-grants-2013_08 |
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