HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanamine, hydrochloride (1:1) → HCID 117987705, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanamine, hydrochloride (1:1) | HCID 11637 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 117988151 | HCID 117988151 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 117987705 | HCID 117987705 | 89.2% |
Reaction Steps
To a solution of 4-(7-chloro-1-(2,6-difluorophenyl)-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)benzoic acid (78.3 mg) in anhydrous DMF (3 mL) were added methylammonium chloride (25.4 mg), EDCI hydrochloride (72.2 mg), HOBt (57.7 mg) and triethylamine (0.052 mL) at room temperature, and the mixture was stirred at room temperature for 96 hr. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (72.0 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371320B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-30e2b9b96a5e4c598e47f123ed2dfd10 |
| Source note | uspto-grants-2016_06 |