Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Methylpyrrolidine | HCID 8454 | — |
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Product | HCID 86650562 | HCID 86650562 | — |
Reaction Steps
A microwave reaction vial is charged with racemic ompound I-10 (1.0 equiv) and the sodium salt of 1,2,4-triazole (2.0 equiv). The reagents are dissolved in N-methylpyrrolidine (0.18 M with respect to compound I-10). The mixture was sealed and heated in a microwave reactor at 100° C. for 30 min. Excess water is added and a brown solid crashes out which is isolated using vacuum filtration and dried to provide the desired 3-(1H-1,2,4-triazol-1-yl)-4,5-dihydroisoxazole I-34a and I-34b. These compounds can be separated using chiral HPLC methods known in the art. For example, see chiral HPLC Method disclosed herein. [M−H]−=306.1 m/z. Activity: C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09149465B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-17681912e3284b38a72d61c3328e37f7 |
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| Source note | uspto-grants-2015_10 |
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