HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714880Generated: October 30, 2026
Acetic Acid → (3R)-3-ethyl-1-(2-((4-(4-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)phenyl)amino)pyrimidin-4-yl)-2-oxopyrrolidine-3-carbonitrile
https://huagongshe.com/reaction/714880
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | [4-(4-Aminophenyl)oxan-4-yl]methanol | HCID 82275282 | — |
| Reactant | (3R)-1-(2-chloropyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile | HCID 117840665 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (3R)-3-ethyl-1-(2-((4-(4-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)phenyl)amino)pyrimidin-4-yl)-2-oxopyrrolidine-3-carbonitrile | HCID 71766893 | 59.5% |
Reaction Steps
To a solution of (3R)-1-(2-chloropyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile (100 mg) obtained in Step A of Example 8 in ethanol (3.0 mL) were added (4-(4-aminophenyl)tetrahydro-2H-pyran-4-yl)methanol (83 mg) obtained in Step B of Example 152 and acetic acid (25 μL), and the mixture was stirred in a microwave reactor at 150° C. for 1 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate), and recrystallized (hexane/ethyl acetate) to give the title compound (100 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09187453B2 |
|---|
| Source dataset | uspto-grants-2015_11 |
|---|
| ORD ID | ord-820605b3c986422297080c00692b8bce |
|---|
| Source note | uspto-grants-2015_11 |
|---|