HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalaldehydic acid → HCID 59608074, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalaldehydic acid | HCID 8406 | — |
| Reactant | Perchloric Acid | HCID 24247 | — |
| Reactant | 2,6-Dimethylphenyl isocyanide | HCID 76009 | — |
| Reactant | 2-Amino-5-fluoropyridine | HCID 2737701 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59608074 | HCID 59608074 | 74% |
Reaction Steps
2.1 0.802 g (6.8 mmol) of 2-amino-5-fluoropyridine and 0.946 g (6.3 mmol) of 2-formylbenzoic acid are dissolved successively in 20 ml of ethanol at RT under inert gas. 0.929 g (6.8 mmol) of 2,6-dimethylphenyl isocyanide are then added, 0.291 ml (3.4 mmol) of 70% perchloric acid is added dropwise, and the mixture is stirred at RT for a further 20 h. 50 ml of petroleum ether are subsequently added, the precipitated solid is filtered off with suction and washed with a little ethyl acetate, giving 1.900 g (74%) of 2-[3-(2,6-dimethylphenylamino)-6-fluoroimidazo[1,2-a]pyridin-2-yl]benzoic acid as solid; MS-FAB (M+H+)=376.6; Rf (HPLC, polar method): 1.61 min. This is employed in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153649B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-f3e2526e55d44e939a4a57f748f43c92 |
| Source note | uspto-grants-2012_04 |