HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine → (S)-(2-(3-aminopiperidin-1-yl)-6-(6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-3-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine | HCID 86707080 | — |
| Reactant | tert-butyl N-[(3S)-1-[6-bromo-3-(hydroxymethyl)-2-pyridyl]-3-piperidyl]carbamate | HCID 86707108 | — |
| Product | (S)-(2-(3-aminopiperidin-1-yl)-6-(6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-3-yl)methanol | HCID 86707109 | 68% |
Reaction Steps
Following the procedures as described in EXAMPLE 86 and starting with 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine and tert-butyl N-[(3S)-1-[6-bromo-3-(hydroxymethyl)-2-pyridyl]-3-piperidyl]carbamate, 218 was obtained as an off-white solid (40.8 mg, 68%) over 2 steps. 1H NMR (400 MHz, DMSO) δ 9.77-9.73 (s, 1H), 9.49-9.45 (s, 1H), 9.34-9.31 (s, 1H), 8.69-8.67 (s, 1H), 8.64-8.61 (s, 1H), 8.03-7.98 (d, J=8.1 Hz, 1H), 7.65-7.61 (d, J=8.1 Hz, 1H), 4.59-4.52 (d, J=2.9 Hz, 2H), 3.60-3.52 (d, J=12.4 Hz, 1H), 3.51-3.43 (d, J=9.8 Hz, 1H), 3.21-3.15 (d, J=10.4 Hz, 1H), 3.00-2.92 (s, 1H), 2.74-2.68 (d, J=12.0 Hz, 1H), 2.67-2.64 (s, 3H), 1.98-1.89 (d, J=9.4 Hz, 2H), 1.77-1.66 (m, 1H), 1.37-1.26 (d, J=10.0 Hz, 1H); MS (ESI) m/z: 417.1 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434725B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-a442459d66184d25af6769b86361b5ef |
| Source note | uspto-grants-2016_09 |