HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714964Generated: October 29, 2026
Acetonitrile → tert-butyl 4-(4-(4-(ethoxycarbonyl)-2-(1H-indol-4-yl)oxazol-5-yl)phenyl)piperazine-1-carboxylate
https://huagongshe.com/reaction/714964
Participants
| Role | Name | HCID | Charge |
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| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1H-Indole-4-boronic acid | HCID 2763173 | — |
| Reactant | Ethyl 2-iodo-5-(4-methoxyphenyl)oxazole-4-carboxylate | HCID 68518841 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl 4-(4-(4-(ethoxycarbonyl)-2-(1H-indol-4-yl)oxazol-5-yl)phenyl)piperazine-1-carboxylate | HCID 68520722 | — |
Reaction Steps
A mixture of ethyl 2-iodo-5-(4-methoxyphenyl)oxazole-4-carboxylate (0.080 g, 0.15 mmol), indole-4-boronic acid (0.048 g, 0.30 mmol), Pd(dppf)2Cl2 (0.006 g, 0.007 mmol) and 1M aq. sodium carbonate (0.31 ml, 0.31 mmol) in acetonitrile (2.5 ml) was heated in the microwave at 150° C. for 15 minutes. The reaction mixture was diluted with DCM and washed with 1M NaOH. The organic phase was passed through a MP-SH cartridge, dried over MgSO4 and the solvent removed in vacuo to afford tert-butyl 4-(4-(4-(ethoxycarbonyl)-2-(1H-indol-4-yl)oxazol-5-yl)phenyl)piperazine-1-carboxylate which was used without further purification. LCMS (1) Rt: 2.61 min; m/z (ES+) 517.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09187465B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-9ffedc196f8e4a93a1783c64a2435e95 |
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| Source note | uspto-grants-2015_11 |
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