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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1795989Generated: November 3, 2026

Triethylamine → (+/-)-N-[1-(3-Benzyl-4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-propyl]-4-chloro-N-cyclohexyl-benzamide

https://huagongshe.com/reaction/1795989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chlorobenzoyl chlorideHCID 8501—
Reactant3-Benzyl-2-(1-cyclohexylamino-propyl)-3H-pyrrolo[2,1-f][1,2,4]triazin-4-oneHCID 22180067—
SolventChloroformHCID 6212—
Product(+/-)-N-[1-(3-Benzyl-4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-propyl]-4-chloro-N-cyclohexyl-benzamideHCID 2218008612.4%

Reaction Conditions

Temperature25 °C

Reaction Steps

3-Benzyl-2-(1-cyclohexylamino-propyl)-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one (Example 28, 26.3 mg, 0.072 mmol) in CHCl3 (1.5 mL) at 25° C. was treated with 4-chlorobenzoyl chloride (43.4 mg, 0.248 mmol) and triethylamine (16.8 mg, 0.166 mmol). The resulting mixture was stirred at 25° C. for 18 h, then concentrated under vacuum and purified by preparative HPLC using a YMC S10 ODS 20×100 mm column affording the desired compound (4.5 mg, 12.4%) as a colorless film: LC/MS 80% at 4.47 min (ESI+) 503 (M++H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07030118B2
Source datasetuspto-grants-2006_04
ORD IDord-53670c0a48b34f39a7e3ab9a5cc3a197
Source noteuspto-grants-2006_04