HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-5-methyl-3-(2,4,5-trifluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide → (S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-5-methyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-5-methyl-3-(2,4,5-trifluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide | HCID 46863441 | — |
| Reactant | tert-butyl 3-(3,4-difluorophenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate | HCID 59345327 | — |
| Reactant | tert-butyl 3-(2-fluoro-4-(trifluoromethyl)phenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate | HCID 66997625 | — |
| Product | (S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-3-(2-fluoro-4-(trifluoromethyl)phenyl)-5-methyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide | HCID 46862471 | — |
Reaction Steps
Compound 43 was prepared according to the procedure described for the synthesis of compound 37 by replacing intermediate 19 with tert-butyl 3-(2-fluoro-4-(trifluoromethyl)phenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate, which was prepared according to the procedure described for the synthesis of intermediate 15 by replacing 3,4-difluorobenzoyl chloride with 2-fluoro-4-trifluoro-benzoyl chloride. 1H NMR (CDCl3) δ 7.92 (d, J=9.4 Hz, 1H), 7.83 (t, J=7.5 Hz, 1H), 7.50 (d, J=7.5 Hz, 1H), 7.42 (d, J=10.3 Hz, 1H), 6.17 (br, 1H), 4.17 (d, J=9.5 Hz, 1H), 3.52 (s, 2H), 3.21-3.28 (m, 2H), 2.79-2.89 (m, 5H), 2.51 (s, 3H), 1.08 (s, 9H). LCMS (+ESI) m/z=470 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653127B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-298e1aab03a149c696683cba777e3d46 |
| Source note | uspto-grants-2014_02 |