HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66854087, compound → HCID 66853176, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66854087 | HCID 66854087 | — |
| Catalyst | Hydrochloric Acid | HCID 313 | — |
| Catalyst | Diisopropylethylamine | HCID 81531 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66853176 | HCID 66853176 | 83% |
Reaction Steps
A solution of N-cyclopropyl-5-((2R)-2-(3-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-5-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide (Example 206, 30 mg, 0.061 mmol) in dioxane (0.5 mL) was charged with two drops of 6N HCl and shaken for two minutes. DIEA (5 drops) was added and the mixture directly purified by reverse phase column chromatography (0-50% acetonitrile/water) to afford N-cyclopropyl-5-((2R)-2-(3-(2,3-dihydroxypropoxy)-5-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide (23 mg, 83% yield) as a clear film. MS (apci) m/z=456.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791123B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-19a7b1292e704126af2657088135e1c2 |
| Source note | uspto-grants-2014_07 |