HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(7-Amino-5-(3,8-diazabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-6-yl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate | HCID 67295001 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(7-Amino-5-(3,8-diazabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-6-yl)ethanone | HCID 67294581 | — |
Reaction Steps
The tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate (31 mg) was treated with 4N HCl in H2O (2 mL) and Dixoane (2 mL) until the disappearance of starting material in LCMS. Concentration afforded crude 1-(7-amino-5-(3,8-diazabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-6-yl)ethanone, which was used for next step without further purification, LCMS tR=1.08 Min (10 min run, UV254nm). Mass calculated for, M+H 440.2, observed LC/MS m/z 440.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227971B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-2da378169e7446b5b9a510c2c0a69c57 |
| Source note | uspto-grants-2016_01 |