HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196573Generated: October 31, 2026
3-Nitrophenylboronic Acid → Tert-butyl 4-(3-nitrophenyl)-1,2,3,6-tetrahydropyridine-1-carboxylate
https://huagongshe.com/reaction/2196573
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Nitrophenylboronic Acid | HCID 1677 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tert-butyl 4-(trifluoromethanesulfonyloxy)-1,2,3,6-tetrahydropyridine-1-carboxylate | HCID 10991161 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | Tert-butyl 4-(3-nitrophenyl)-1,2,3,6-tetrahydropyridine-1-carboxylate | HCID 15751429 | 72% |
Reaction Steps
A mixture of 3-Nitrophenylboronic acid (1.00 g, 5.99 mmol), 172a (2.183 g, 6.59 mmol), Pd(dppf)2Cl2.CH2Cl2 (200 mg, 0.273 mmol) and K2CO3 (1.90 g, 13.8 mmol) was stirred under N2 and heated at 80° C. for 16 h. After the usual work-up the crude material was purified by flash chromatography using 15 to 20% EtOAc in hexane to afford 187 (1.31 g, 4.30 mmol, 72%). LRMS (ESI): calc. 304.1, found 327.2 (MNa)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08338437B2 |
|---|
| Source dataset | uspto-grants-2012_12 |
|---|
| ORD ID | ord-005c2b07e07344c9ad3b5186f52d9bbe |
|---|
| Source note | uspto-grants-2012_12 |
|---|
