HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxolan-3-amine → 3-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-isothiazole-5-carboxylic acid (tetrahydro-furan-3-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxolan-3-amine | HCID 3365553 | — |
| Reactant | 3-(5-Methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid methyl ester | HCID 67492048 | — |
| Reactant | 3-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-isothiazole-5-carboxylic acid methyl ester | HCID 67492185 | — |
| Product | Isopropylamine | HCID 6363 | — |
| Product | 3-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-isothiazole-5-carboxylic acid (tetrahydro-furan-3-yl)-amide | HCID 59448136 | 16% |
Reaction Steps
As described for example 14e, 3-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-isothiazole-5-carboxylic acid methyl ester (165 mg, 0.53 mmol), instead of 3-(5-methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid methyl ester, was converted, using 3-aminotetrahydrofuran (56 mg, 0.64 mmol), instead of isopropyl amine, to the title compound (32 mg, 16%) which was obtained as a colourless gum after purification by chromatography (silica, heptane:ethyl acetate=4:1 to 0:1). MS: m/e=366.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173652B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-16b48af1d60a438e8c26e21bc2c75b97 |
| Source note | uspto-grants-2012_05 |