HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400236Generated: November 1, 2026
Water → Ethyl 2-(benzo[d]oxazol-2-yl)nicotinate
https://huagongshe.com/reaction/1400236
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ethyl chloronicotinate | HCID 2796614 | — |
| Reactant | 2-(Tributylstannyl)-1,3-benzoxazole | HCID 3766586 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 2-(benzo[d]oxazol-2-yl)nicotinate | HCID 67540260 | 200.6% |
Reaction Steps
A mixture of ethyl 2-chloronicotinate (100 mg, 0.539 mmol), 2-(tributylstannyl)benzo[d]oxazole (314 mg, 0.539 mmol) and [1,1′-bis(diphenylphosphino) ferrocene]-dichloropalladium (II) (39.4 mg, 0.054 mmol) in DMF (2 mL) was heated to 110° C. for 1 h by applying microwave radiation to the mixture. The reaction was repeated on the same scale and the thus obtained reaction mixtures obtained were combined. Excess water and EtOAc were added. The organic layer was separated and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with water and dried over MgSO4. Purification by flash column chromatography (EtOAc/DCM, gradient: 1-10% DCM) provided the title compound (290 mg, 90%);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08906941B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-8b32846cd97c4771ad22c5df00e11639 |
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| Source note | uspto-grants-2014_12 |
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