HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(4-Cyano-3-fluorobenzyl)-5-imidazolecarboxaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1-(4-Cyano-3-fluorobenzyl)-5-(hydroxymethyl)imidazole | HCID 18536062 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(4-Cyano-3-fluorobenzyl)-5-imidazolecarboxaldehyde | HCID 11424708 | — |
Reaction Steps
To a solution of the alcohol from Step F (2.31 g, 10.0 mmol) in 20 mL of DMSO at 0° C. was added triethylamine (5.6 mL, 40 mmol), then SO3-pyridine complex (3.89 g, 25 mmol). After 30 minutes, the reaction was poured into EtOAc, washed with water and brine, dried (Na2SO4), filtered, and concentrated in vacuo to provide the aldehyde as a pale yellow powder which was sufficiently pure for use in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562823B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-ab37c6b16bcf4aa6a4a22d98153b0e3f |
| Source note | uspto-grants-2003_05 |