HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 59234679, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 | 3-amino-N-cyclopropyl-4-methylbenzamide | HCID 11983854 | — |
| Reactant | HCID 61728949 | HCID 61728949 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59234679 | HCID 59234679 | 47.8% |
Reaction Steps
To a solution of 1-tert-butyl-6-oxo-1,6-dihydro-3-pyridinecarboxylic acid (30 mg) in DMF (0.6 mL) were added 3-amino-N-cyclopropyl-4-methylbenzamide (44 mg), HATU (88 mg) and iPr2NEt (89 mg), and the mixture was stirred under a nitrogen atmosphere at room temperature for 3 hr. The reaction mixture was diluted with EtOAc (3 mL) and the resulting mixture was washed with 1 M HCl (3 mL×2), water (3 mL), saturated aqueous NaHCO3 (3 mL) and brine successively, dried over MgSO4, filtered and evaporated in vacuo. The residue was purified by preparative thin layer chromatography eluting with 10% MeOH in CH2Cl2 to give N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-1-tert-butyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide (27 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173684B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-fa703ea2aed14c76ade69c1e898dd1a2 |
| Source note | uspto-grants-2012_05 |