Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 4-(3-Isopropyl-1,2,4-oxadiazol-5-YL)piperidine hydrochloride | HCID 53400827 | — |
| Reactant | HCID 86665162 | HCID 86665162 | — |
| Product | HCID 67515583 | HCID 67515583 | 66% |
Reaction Steps
To an ice-cold solution of 4-chloro-6-(4-(2,2-dimethyl-1,3-dioxan-5-yl)phenoxy)-5-nitropyrimidine (500 mg, 0.0013 moles) and 3-isopropyl-5-(piperidin-4-yl)-1,2,4-oxadiazole hydrochloride (293 mg, 0.0015 mole) in dichloromethane (10 ml) diisopropyl ethyl amine (0.24 ml, 0.0016 mole) was added and the reaction mixture was stirred for 4 hours at 27° C. The reaction mixture was poured into ice cold water and extracted with dichloromethane. The organic extract was successively washed with water & brine, dried over calcium chloride and evaporated under reduced pressure. The crude product so obtained was purified by column chromatography using 20% ethyl acetate in hexane as eluent to yield 450 mg product as pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772302B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-25255abac72e45898cbf07f7411bd635 |
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| Source note | uspto-grants-2014_07 |
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