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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532925Generated: October 30, 2026

Triethylamine → HCID 86711373, compound

https://huagongshe.com/reaction/532925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86711372HCID 86711372—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
SolventPropylphosphonic anhydrideHCID 111923—
ProductHCID 86711373HCID 8671137317.6%

Reaction Steps

94-9. To a stirred solution of 2-(7-(2-aminoacetyl)-4-chloro-5,6,7,8-tetrahydro-1,7-naphthyridin-8-yl)acetic acid (HCl-salt) (450 mg, 1.41 mmol) and triethylamine (1.17 mL, 8.43 mmol) in DCM (20 mL), T3P (1.25 mL, 2.11 mmol, 50% m/m in AcOEt) was added slowly and the suspension was stirred at RT for 1 h. Saturated aqueous NaHCO3 solution was added and the mixture was extracted with DCM (2×). The combined organic layers were dried with sodium sulfate, filtered and the solvent was removed under reduced pressure. The crude product was purified by flash-column chromatography over silicagel (Biotage Isolera One, eluent: gradient from 2% MeOH in AcOEt to 15% MeOH in AcOEt in 18 min) to yield the title compound as a beige solid (66 mg). UPLC-MS: MS 266.1 (M+H+); UPLC rt 0.57 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853203B2
Source datasetuspto-grants-2014_10
ORD IDord-d5fdc61575634e6b8397281b2f8fa95e
Source noteuspto-grants-2014_10