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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753244Generated: November 1, 2026

Triethylamine → HCID 90466853, compound

https://huagongshe.com/reaction/1753244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthanamine, 2-fluoro-, hydrochlorideHCID 9995—
ReactantPropylphosphonic anhydrideHCID 111923—
ReactantHCID 117819062HCID 117819062—
SolventDichloromethaneHCID 6344—
ProductHCID 90466853HCID 9046685344.3%

Reaction Steps

See FIG. 21(a). 6-methyl-1-((3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methyl)-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acid (111 mg, 0.29 mmol) was taken dichloromethane (10 mL). Triethyl amine (0.204 mL, 1.46 mmol) was added to get a clear solution. 1-Propanephosphonic acid cyclic anhydride (0.348 mL, 0.59 mmol) was added and stirred at RT for 5 minutes. Added 2-Fluoroethylamine hydrochloride (87 mg, 0.88 mmol) and stirred at RT for overnight. After the completion of the reaction, diluted the reaction mass with dichloromethane, washed with water, brine solution. The organic layer was separated, dried over sodium sulphate, evaporated to get the crude compound. The compound was purified by silica gel chromatography using methanol and dichloromethane as eluent. Yield-44.3%. ES+MS m/z: 425.2 (M+1). 1H NMR (300 MHz, DMSO-d6) δ ppm 2.24 (s, 3 H ) 2.39 (s, 3 H ) 3.66 (q, J=5.21 Hz, 1 H ) 3.75 (q, J=5.15 Hz, 1 H ) 4.49 (t, J=4.99 Hz, 1 H ) 4.65 (t, J=4.99 Hz, 1 H ) 4.90 (q, J=8.85 Hz, 2 H ) 5.63 (s, 2 H ) 7.07 (d, J=5.65 Hz, 1 H ) 7.76 (s, 1 H ) 8.11 (s, 1 H ) 8.17 (d, J=5.65 Hz, 1 H ) 8.34 (s, 1 H ) 8.88 (t, J=5.84 Hz, 1 H ).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163020B2
Source datasetuspto-grants-2015_10
ORD IDord-73b3338a9f2647b5ac2f520529a617ba
Source noteuspto-grants-2015_10