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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1372627Generated: November 3, 2026

Triethylamine → HCID 69417847, compound

https://huagongshe.com/reaction/1372627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant2-(2-(O-tolylamino)benzo[d]oxazol-6-yl)acetic acidHCID 23508315—
ReactantHCID 86760352HCID 86760352—
SolventDimethylformamideHCID 6228—
ProductHCID 69417847HCID 69417847—

Reaction Steps

In DMF (10 ml), 2-(2-methylphenylamino)-6-benzoxazolylacetic acid (282 mg, 1.00 mmol), 6-((2S,4S)-4-fluoro-2-pyrrolidinylmethoxy)hexanoate (247 mg, 1.00 mmol), EDC•HCl (288 mg, 1.50 mmol), HOBT (203 mg, 1.50 mmol) and triethylamine (0.70 ml, 5.00 mmol) were stirred at room temperature for 22 hours. The reaction mixture was poured in ice water (50 ml), followed by extraction with ethyl acetate. The extract was washed with ice water and saturated brine, dried over anhydrous sodium sulfate and distilled under reduced pressure to remove the solvent. The residue thus obtained was purified by thin-layer silica gel chromatography, followed by separation by using chloroform/acetone (10/1), whereby the title compound (330 mg, 65%) was obtained as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07157487B2
Source datasetuspto-grants-2007_01
ORD IDord-21b6efb3bc764edcb5c8046868974a29
Source noteuspto-grants-2007_01