HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichlorobenzylamine → N-(2,4-dichlorobenzyl)-3-oxo-6-[4-(benzyloxy)phenyl]-2,3-dihydropyridazine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dichlorobenzylamine | HCID 1485 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | Ethyl 3-[(3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carbonyl)amino]propionate | HCID 10313657 | — |
| Reactant | 6-[4-(Benzyloxy)phenyl]-3-oxo-2,3,4,5-tetrahydropyridazine-4-carboxylic acid | HCID 69218872 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(2,4-dichlorobenzyl)-3-oxo-6-[4-(benzyloxy)phenyl]-2,3-dihydropyridazine-4-carboxamide | HCID 9982595 | — |
Reaction Steps
Working as in example 13 for the preparation of ethyl 3-[(3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carbonyl)amino]propionate, but starting with 1 g of 6-[4-(benzyloxy)phenyl]-3-oxo-2,3,4,5-tetrahydropyridazine-4-carboxylic acid, 100 cm3 of N,N-dimethylformamide, 0.523 g of 1-hydroxybenzotriazole, 0.56 cm3 of 2,4-dichlorobenzylamine, 1.1 cm3 of N,N-diisopropylethylamine and 1.47 g of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate, 1.02 g of N-(2,4-dichlorobenzyl)-3-oxo-6-[4-(benzyloxy)phenyl]-2,3-dihydropyridazine-4-carboxamide were obtained in the form of a yellow solid melting at 225° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07462613B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-afbadd7d93d7453ba3c882c5d7b537f1 |
| Source note | uspto-grants-2008_12 |