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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359126Generated: November 2, 2026

Triethylamine → HCID 71582012, compound

https://huagongshe.com/reaction/2359126

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(2R)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acidHCID 688022—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 86688437HCID 86688437—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 71582012HCID 7158201228.2%

Reaction Steps

To a stirred solution of 1-((R)-1-(4-chloro-2-fluorophenyl)ethyl)-6-((R)-3-methylpiperazin-1-yl)-1H-benzo[d]imidazole (0.044 g, 0.11 mmol) and (R)-1-(t-butoxycarbonyl)pyrrolidine-2-carboxylic acid (0.047 g, 0.22 mmol) in dichloromethane (1 mL) was added HATU (0.084 g, 0.22 mmol) and Et3N (0.10 mL, 0.72 mmol). The reaction mixture was stirred at room temperature for 2 h, and diluted with ethyl acetate. The mixture was washed with deionized water, and the aqueous layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated in vacuo. The crude product was purified by flash chromatography (SiO2, 50% ethyl acetate in hexanes) to afford the desired product (0.018 g, 0.031 mmol, 28%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08685959B2
Source datasetuspto-grants-2014_04
ORD IDord-11562b5191984dfb9a3bc9a86cf43d3f
Source noteuspto-grants-2014_04