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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523094Generated: October 31, 2026

Triethylamine → HCID 89995593, compound

https://huagongshe.com/reaction/523094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Hydroxy-4-nitrobenzoic acidHCID 69265—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3-Methoxyazetidine hydrochlorideHCID 22242858—
SolventDichloromethaneHCID 6344—
ProductHCID 89995593HCID 8999559366%

Reaction Steps

HATU (2.1 g, 5.5 mmol) was added to a solution of 3-hydroxy-4-nitrobenzoic acid (915 mg, 5 mmol), triethylamine (1.1 g, 11 mmol)) and 3-methoxyazetidine hydrochloride (740 mg, 5.5 mmol) in dichloromethane (10 mL). The reaction mixture was stirred at room temperature for 30 minutes. The reaction was partitioned between EtOAc (30 mL) and water (30 mL). The organic phase was collected, washed with water, brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with a gradient of 100% ethyl acetate to 3% methanol in ethyl acetate to afford the title compound as a pale yellow solid (830 mg, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334286B2
Source datasetuspto-grants-2016_05
ORD IDord-6676839c5fe3482b914b142b7c9f4db3
Source noteuspto-grants-2016_05