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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400545Generated: October 29, 2026

Potassium Phosphate, Tribasic → HCID 59455105, compound

https://huagongshe.com/reaction/1400545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantL-ProlineHCID 145742—
ReactantHCID 67311119HCID 67311119—
Reactant(E)-4-(1-bromoprop-1-en-2-yl)pyridineHCID 86642478—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
ProductHCID 59455105HCID 59455105—

Reaction Conditions

Temperature80 °C

Reaction Steps

4-(1-Bromoprop-1-en-2-yl)pyridine (237 mg, 1.2 mmol) was dissolved in DMF and potassium phosphate (424 mg, 2 mmol) was added followed by the addition of copper (I)iodide (19 mg, 0.1 mmol) and L-proline (23 mg, 0.2 mmol). Benzyl 8-chloro-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate (340 mg, 1 mmol) was added and nitrogen gas purged for 2 min. The reaction mixture was heated at 80° C. overnight. The reaction mixture was cooled to RT and water (20 mL) was added. The compound was extracted with EtOAc (3×50 mL). The organic layer was washed with water (2×50 mL) and compound was purified through reverse phase HPLC. Yield: 13.4 mg. 1H NMR (CDCl3, free base) δ (ppm): 8.64 (d, 2H), 7.25-7.15 (m, 8H), 7.18 (d, 1H), 7.05 (m, 2H), 5.20 (s, 2H), 4.70 (s, 2H), 3.90 (m, 2H), 2.78 (m, 2H), 1.98 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906925B2
Source datasetuspto-grants-2014_12
ORD IDord-cf3d8ae565e245d5a79196cd2eb1da3d
Source noteuspto-grants-2014_12