HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 46929063, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | 1-methyl-1H-pyrazol-4-amine | HCID 4770990 | — |
| Reactant | HCID 66718168 | HCID 66718168 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | HCID 46929063 | HCID 46929063 | 3% |
Reaction Steps
To a solution of 6-[3-(3,4-difluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-nicotinic acid (100 mg, 0.28 mmol) in THF (3 mL) were added 1-hydroxybenzotriazole hydrate (43.1 mg, 0.28 mmol), N-ethyldiisopropylamine (120 μL, 0.69 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (54.0 mg, 0.28 mmol) and 1-methyl-1H-pyrazol-4-ylamine (26.8 mg, 0.28 mmol). The reaction mixture was stirred overnight at room temperature. Chromatography (silica, ethyl acetate:heptane=2:1 to 9) afforded the title compound (3.5 mg, 3%) as a colourless oil. MS: m/e=442.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08222246B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-90a052e403db40d7b8df4a5438ef0a2f |
| Source note | uspto-grants-2012_07 |