HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isoquinoline-1-carboxylic acid → HCID 58778725, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isoquinoline-1-carboxylic acid | HCID 68092 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Methyl 2-(4-amino-3-chlorophenyl)acetate | HCID 13616273 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58778725 | HCID 58778725 | 56% |
Reaction Steps
In DMF (15 ml) were dissolved 1-isoquinolinecarboxylic acid (1.00 g, 5.77 mmol), methyl 4-amino-3-chlorophenylacetate (1.23 g, 6.16 mmol), HOBt (0.16 g, 1.15 mmol), and DMAP (0.14 g, 1.15 mmol). To the resulting solution was added EDC HCl (1.33 g, 6.93 mmol), followed by stirring at room temperature for 14 hours. The reaction mixture was poured into water (40 ml). The crystals precipitated were collected by filtration under reduced pressure, washed with water and ether, dried under reduced pressure to give methyl (3-chloro-4-((1-isoquinolinylcarbonyl)amino)phenyl)acetate (1.14 g, 56%) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07157487B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-9018fece3b2d47d187e2f2e3aff3ddfa |
| Source note | uspto-grants-2007_01 |