HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 1-[4-amino-5-bromo-6-(prop-2-ynylamino)pyrimidin-2-yl]-1H-pyrazole-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Propargylamine | HCID 239041 | — |
| Reactant | HCID 90303699 | HCID 90303699 | — |
| Reactant | HCID 90303792 | HCID 90303792 | — |
| Product | 1-[4-amino-5-bromo-6-(prop-2-ynylamino)pyrimidin-2-yl]-1H-pyrazole-4-carboxylic acid | HCID 77107501 | — |
Reaction Steps
The ethyl 1-[4-amino-5-bromo-6-(prop-2-ynylamino)pyrimidin-2-yl]-1H-pyrazole-4-carboxylate was obtained using the procedure described for example 1, but starting from ethyl 1-(4-amino-5-bromo-6-chloropyrimidin-2-yl)-1H-pyrazole-4-carboxylate (intermediate 18) and propargylamine. The ester was hydrolyzed with 1 M sodium hydroxide (10 eq.). The resulting sodium salt solution was extracted three times with 10 ml of DCM to remove organic impurities. The aqueous phase was acidified with 4 M HCl, the precipitate was filtered, washed several times with cold water and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447095B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-74821872858e406e975090c4d09a9cfe |
| Source note | uspto-grants-2016_09 |