HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl N-[(3S)-piperidin-3-yl]carbamate → (S)-1-(3-methyl-6-(6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)piperidin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl N-[(3S)-piperidin-3-yl]carbamate | HCID 1514171 | — |
| Reactant | 6-Bromo-2-fluoro-3-methylpyridine | HCID 57336642 | — |
| Reactant | 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine | HCID 86707080 | — |
| Product | (S)-1-(3-methyl-6-(6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)piperidin-3-amine | HCID 86707099 | 4.5% |
Reaction Steps
Following the procedures as described in EXAMPLE 86 and starting with tert-butyl N-[(3S)-3-piperidyl]carbamate, 6-bromo-2-fluoro-3-methyl-pyridine, and 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine, 205 was obtained as an off-white solid (4.4 mg, 4.5%) over 3 steps. 1H NMR (400 MHz, DMSO) δ 9.75-9.70 (s, 1H), 9.48-9.44 (s, 1H), 9.33-9.29 (s, 1H), 8.68-8.61 (d, J=12.1 Hz, 2H), 8.38-8.15 (s, 1H), 7.78-7.74 (d, J=8.1 Hz, 1H), 7.59-7.55 (d, J=8.0 Hz, 1H), 2.90-2.84 (m, 1H), 2.67-2.63 (s, 3H), 2.37-2.32 (s, 3H), 2.04-1.95 (d, J=9.2 Hz, 2H), 1.80-1.68 (d, J=9.4 Hz, 1H), 1.57-1.47 (d, J=8.6 Hz, 1H); MS (ESI) m/z: 433.1 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434725B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-24d5e191c29046b89835d69a8a926f13 |
| Source note | uspto-grants-2016_09 |