HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710081Generated: October 30, 2026
Diisopropylethylamine → 5-Bromo-2-[1-(5-fluoropyrimidin-2-yl)piperidin-4-yl]benzo[d]oxazole
https://huagongshe.com/reaction/710081
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-5-fluoropyrimidine | HCID 583466 | — |
| Reactant | Water ethylacetate | HCID 22728543 | — |
| Reactant | 5-Bromo-2-(piperidin-4-yl)benzo[d]oxazole | HCID 71114190 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 5-Bromo-2-[1-(5-fluoropyrimidin-2-yl)piperidin-4-yl]benzo[d]oxazole | HCID 71257272 | — |
Reaction Steps
Intermediate 5 (1 g, 3.4 mmol) and 2-Chloro-5-fluoropyrimidine was dissolved in isopropanol (20 ml) and added N,N-diisopropylethyl amine (2.4 ml). This mixture was stirred at 90° C. for 90 mins. Isopropanol was removed on rotavapour to obtain a residue. Work up (EtOAc/H2O) followed by purification on combiflash using a gradient mixture of EtOAc and Petether (7:93) as eluent afforded the titled compound as a pink solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181214B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-69494ba41ebb41318f8b89c386389f2c |
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| Source note | uspto-grants-2015_11 |
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