HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane → HCID 178430471, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | tert-butyl N-[(3S)-1-[3-methoxy-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]pyrazin-2-yl]-3-piperidyl]carbamate | HCID 86707116 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 178430471 | HCID 178430471 | 27% |
Reaction Steps
A solution of tert-butyl N-[(3S)-1-[3-methoxy-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]pyrazin-2-yl]-3-piperidyl]carbamate (30 mg, 0.058 mmol) in hydrogen chloride (4 mol/l) in 1,4-dioxane (1.0 ml, 4.0 mmol) and 1,4-dioxane 1.0 mL was stirred at RT 2d. The reaction was concentrated and submitted for reverse phase HPLC to give 223 (7 mg, 27% yield. MS (ESI) m/z: 404.1. 1H NMR (400 MHz, DMSO) δ 9.44 (s, 1H), 9.28 (s, 1H), 9.25 (s, 1H), 8.61 (s, 1H), 8.57 (s, 1H), 7.23 (s, 1H), 4.74 (d, J=11.1 Hz, 1H), 4.44 (d, J=12.8 Hz, 1H), 2.92 (s, 2H), 2.62 (s, 3H), 1.88 (d, J=16.7 Hz, 2H), 1.68 (d, J=11.1 Hz, 1H), 1.39 (d, J=9.5 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434725B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-db082c90d5ed48fc935fd56a7696aa00 |
| Source note | uspto-grants-2016_09 |