HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetaldehyde → 8-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetaldehyde | HCID 33 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-Trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-ylamine | HCID 86611623 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 8-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine | HCID 86608009 | 69% |
Reaction Steps
To a mixture of 3-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-ylamine (12.77 g, 42 mmol) and NaHCO3 (5.96 g, 71 mmol) in EtOH (300 mL) was added chloracetaldehyde solution 55% in water (22 mL, 188 mmol), then refluxed overnight. The reaction mixture was concentrated and purified by column chromatography (CH2Cl2/Et2O 1:1) to give the product as a white crystalline solid (9.6 g, 69%). MS (ISP) 331.1 [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063048B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-16ae0bc39cd14fa999f574b71caeed49 |
| Source note | uspto-grants-2011_11 |