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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12463Generated: October 29, 2026

Triethylamine → HCID 59337800, compound

https://huagongshe.com/reaction/12463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant1-Ethyl-2-(naphthalen-1-yl)-1H-imidazole-5-carboxylic acidHCID 68629157—
SolventDichloromethaneHCID 6344—
ProductHCID 59337800HCID 59337800—

Reaction Steps

3-Ethyl-2-naphthalen-1-yl-3H-imidazole-4-carboxylic acid (105 mg, 0.394 mmol) and 1-cyclobutylpiperazine bistrifluoroacetate (145 mg, 0.394 mmol, 1.0 eq.) are dissolved in DCM (5 ml), and to the solution is added Et3N (4 eq.), followed by BOP coupling regent (183 mg, 0.433 mmol, 1.1 eq.). The resulting mixture is stirred at rt overnight. DCM is evaporated, and the residue is taken up in EtOAc (1.0 ml). The solution is washed thoroughly with water (3.0 ml×3) to remove the by-product from BOP, and then washed with brine. The solution is dried over sodium sulfate, concentrated and purified through PTLC to give the title compound. 1H NMR (300 MHz, CDCl3) δ 7.98 (1H, m), 7.92 (1H, dd), 7.44˜7.63 (5H, m), 7.39 (1H, s), 4.05 (2H, q), 3.89 (4H, s, br), 2.80 (1H, m), 2.43 (4H, s, br), 1.50˜2.20 (6H, m), 1.09 (3H, t); LCMS 389 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728009B1
Source datasetuspto-grants-2010_06
ORD IDord-7e7002a68c61423684a943412eae5f7c
Source noteuspto-grants-2010_06