HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → tert-Butyl 4-(4-(4-(2-(1-amino-1-oxopropan-2-yl)phenethyl)-5-chloropyrimidin-2-ylamino)-1H-pyrazol-1-yl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | tert-butyl 4-(4-amino-1H-pyrazol-1-yl)piperidine-1-carboxylate | HCID 27281520 | — |
| Reactant | 2-(2-(2-(2,5-Dichloropyrimidin-4-yl)ethyl)phenyl)propanamide | HCID 86712307 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | tert-Butyl 4-(4-(4-(2-(1-amino-1-oxopropan-2-yl)phenethyl)-5-chloropyrimidin-2-ylamino)-1H-pyrazol-1-yl)piperidine-1-carboxylate | HCID 86712309 | — |
Reaction Steps
A stirred solution of 2-(2-(2-(2,5-Dichloropyrimidin-4-yl)ethyl)phenyl)propanamide (A30) (0.120 g, 0.370 mmol), tert-butyl 4-(4-amino-1H-pyrazol-1-yl)piperidine-1-carboxylate (0.177 g, 0.666 mmol) in n-butanol (3 mL) and glacial acetic acid (0.004 mL, 0.074 mmol) was stirred at 150° C. in the microwave for 30 minutes. After cooling, the solvent was removed to afford a crude purple oil which was purified by silica gel column chromatography (Combiflash Rf, 0-30% MeOH in DCM) to give the title compound A32 as a red oil (0.090 g, 44% yield). LCMS-C: rt 5.44 min; m/z 554 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238644B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-dcfca2f2dd4647e8b9c93eae9fcf4952 |
| Source note | uspto-grants-2016_01 |