HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2-Amino-5-(2-(dimethylamino)ethoxy)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Phenylsilane | HCID 12752 | — |
| Reactant | Allyl 2-amino-5-(2-(dimethylamino)ethoxy)pyrazolo[1,5-a]pyrimidine-3-carboxylate | HCID 90412007 | — |
| Catalyst | Palladium--triphenylphosphane (1/1) | HCID 15220664 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Amino-5-(2-(dimethylamino)ethoxy)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid | HCID 90411521 | 67% |
Reaction Steps
To a solution of phenylsilane (478.5 mg, 550.0 μL, 4.422 mmol) and allyl 2-amino-5-[2-(dimethylamino)ethoxy]pyrazolo[1,5-a]pyrimidine-3-carboxylate (900 mg, 2.948 mmol) in DCM (5 mL) was added palladium triphenylphosphane (170.3 mg, 0.1474 mmol). The reaction mixture was stirred at room temperature for 3 h. Ether was slowly added to the mixture and a white solid precipitated. This solid was filtered off, washed with small amount of diethyl ether and dried to afford pure 2-amino-5-(2-(dimethylamino)ethoxy)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid as off-white solid. (530 mg, 67% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957078B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-8593435682df4cd6bd32b8c9db9f2a43 |
| Source note | uspto-grants-2015_02 |