HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Dimethylaminobutylamine → 5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-N-[4-(dimethylamino)butyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Dimethylaminobutylamine | HCID 77063 | — |
| Reactant | Ethyl 5-[2-(4-cyanophenyl)-2H-pyrazole-3-yl]-6-methyl-2-oxo-1-(3-trifluoromethylphenyl)-1,2-dihydropyridine-3-carboxylate | HCID 58218050 | — |
| Product | 5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-N-[4-(dimethylamino)butyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide | HCID 67092470 | 58% |
Reaction Steps
Intermediate A and N,N-dimethylbutane-1,4-diamine were reacted together using an analogous method to that described in Step 1 of Example 1 to afford 5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-N-[4-(dimethylamino)butyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2-dihydropyridine-3-carboxamide (139 mg, 58%) as a white solid; 1H NMR (500 MHz, DMSO) δ 1.40 (4H, dq), 1.74 (3H, s), 2.06 (6H, s), 2.15 (2H, t), 3.24 (2H, q), 6.72 (1H, d), 7.67-7.64 (2H, m), 7.71 (1H, d), 7.88-7.81 (2H, m), 7.95-7.89 (4H, m), 8.06 (1H, s), 9.30 (1H, t); APCI-MSm/z: 563[MH+]
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436024B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-dce858f0deb248ba88cf3695e3e3f40a |
| Source note | uspto-grants-2013_05 |