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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481069Generated: October 27, 2026

Triethylamine → HCID 71737229, compound

https://huagongshe.com/reaction/1481069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHCID 10103638HCID 10103638—
ReactantMethyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 89812860—
SolventEthanolHCID 702—
ProductHCID 71737229HCID 7173722929.7%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of (2R,3R)-3-amino-2-methyl-butyric acid tert-butyl ester (20 mg, 0.117 mmol), 1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (25 mg, 0.078 mmol), and triethylamine (0.050 mL) in EtOH (2 mL) was heated in a microwave reactor at 140° C. for 6 h. The resulting mixture was concentrated to dryness, and the residue was re-dissolved in CH2Cl2 and passed through a plug of silica gel. After evaporating the solvent, the residue was dissolved in CH2Cl2 (3 mL) and treated with trifluoroacetic acid (2 mL) for 2 h. The mixture was concentrated in vacuo, and the resulting residue was dissolved in saturated NaHCO3 and washed several times with ether. The aqueous layer was acidified to pH ˜2 and extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated to give 9.4 mg of the title compound as a pale pink solid. MS: (−) m/z 404.32 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-2fab732a96a24c3cbbfbc6adc85364b6
Source noteuspto-grants-2016_08