HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 66990394, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Phenylisoxazole-5-carboxylic Acid | HCID 737474 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | HCID 66989233 | HCID 66989233 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66990394 | HCID 66990394 | 42.8% |
Reaction Steps
A solution of 3-phenylisoxazole-5-carboxylic acid (0.075 g) in dichloromethane (1.6 mL) was treated with 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (0.084 g), 1-hyroxybenzotriazole hydrate (0.067 g) and diisopropylethylamine (0.21 mL) and stirred for five minutes. The product prepared in Example 11 (0.17 g) was added and the mixture was stirred at room temperature overnight. The mixture was partitioned between 1 N hydrochloric acid and dichloromethane. The organic phase was dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (dichloromethane:methanol=9:1) to obtain the title compound (0.077 g) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809538B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-296dd73c92184b2584cc7091926a3b51 |
| Source note | uspto-grants-2014_08 |