HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202900Generated: November 1, 2026
Butyric Acid → 4-((4-Fluorobenzyl)oxy)-1-(1-methyl-2-propyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one
https://huagongshe.com/reaction/2202900
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butyric Acid | HCID 264 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Calcium Chloride | HCID 5284359 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 1-(4-Amino-3-(methylamino)phenyl)-4-((4-fluorobenzyl)oxy)pyridin-2(1H)-one | HCID 89690279 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-((4-Fluorobenzyl)oxy)-1-(1-methyl-2-propyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one | HCID 89691535 | — |
Reaction Steps
A mixture of 1-(4-amino-3-(methylamino)phenyl)-4-((4-fluorobenzyl)oxy)pyridin-2(1H)-one (90 mg), HATU (106 mg), n-butyric acid (0.024 ml), N,N-diisopropylethylamine (0.136 ml) and DMF (2 ml) was stirred at room temperature under a dry atmosphere (CaCl2 tube) for 1 h. The mixture was quenched with water and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The resulting residue was dissolved in AcOH (2.0 ml) and stirred at 90° C. for 1 h. After evaporation, the residue was purified by NH silica gel column chromatography (hexane/EtOAc). The resulting solid was recrystallized from EtOAc/MeOH to give the title compound (48.7 mg) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09365540B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-36249f2799a049f4b3c3cf3a3ebed522 |
|---|
| Source note | uspto-grants-2016_06 |
|---|
