HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1436204Generated: October 26, 2026
Dimethylformamide → (S)-3-chloro-N-(4-hydroxy-1-(4-(1-methyl-2-(2-methyl-1,3-dioxolan-2-yl)-1H-imidazol-4-yl)phenyl)butan-2-yl)-4-isopropoxybenzamide
https://huagongshe.com/reaction/1436204
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (S)-3-chloro-N-(4-hydroxy-1-(4-(2-(1-(hydroxyimino)ethyl)-1-methyl-1H-imidazol-4-yl)phenyl)butan-2-yl)-4-isopropoxybenzamide | HCID 136388607 | — |
| Solvent | Water | HCID 962 | — |
| Product | (S)-3-chloro-N-(4-hydroxy-1-(4-(1-methyl-2-(2-methyl-1,3-dioxolan-2-yl)-1H-imidazol-4-yl)phenyl)butan-2-yl)-4-isopropoxybenzamide | HCID 57594713 | 55% |
Reaction Steps
To a solution of compound 3 (5.307 g, 18 mmol) in DMF (15 mL) was added K2CO3 (3.73 g, 27 mmol) and iodoethane (3.5 mL, 43.2 mmol). The resulting mixture was stirred at 60° C. for three hours. The mixture was diluted with water and extracted with EtOAc (3×50 mL). The organic layers were combined, dried over Na2SO4, and concentrated. Purification with column chromatography (Hexanes/EtOAc 50:50) gave the product 4 (3.2 g, 55%) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07618981B2 |
|---|
| Source dataset | uspto-grants-2009_11 |
|---|
| ORD ID | ord-77375cc6e91948339a13af7b1286c75d |
|---|
| Source note | uspto-grants-2009_11 |
|---|