HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → N-(4-tert-butylbenzyl)-6-iodo-2-methyl-1,8-naphthyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 2-Amino-5-iodopyridine-3-carbaldehyde | HCID 17750177 | — |
| Reactant | N-(4-tert-butylbenzyl)-3-oxobutanamide | HCID 86661979 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-(4-tert-butylbenzyl)-6-iodo-2-methyl-1,8-naphthyridine-3-carboxamide | HCID 66746137 | 63% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
In a screw cap pressure tube were N-(4-tert-butylbenzyl)-3-oxobutanamide (104.2 mg, 0.42 mmol) and 2-amino-5-iodonicotinaldehyde (95.0 mg, 0.38 mmol) suspended in piperidine (151.0 μl, 1.53 mmol). The tube was sealed and the mixture heated to 120° C. for 2 h. The mixture was allowed to cool, diluted with MeOH, adsorbed in silica and purified by flash chromatography (CH2Cl2/MeOH 99:1→97:3) yielding 110 mg of the title compound (63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415333B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-c289e612dfe24cfab3c2822b6036b7d6 |
| Source note | uspto-grants-2013_04 |