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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068618Generated: October 31, 2026

Triethylamine → HCID 44227299, compound

https://huagongshe.com/reaction/2068618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant5-Bromothiophene-3-carboxylic acidHCID 12039978—
ReactantHCID 66850259HCID 66850259—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 44227299HCID 4422729971.9%

Reaction Steps

5-Bromo-thiophene-3-carboxylic acid (0.5 g, 2.42 mmol), 4,4-dimethyl-azepane hydrochloride (0.475 g, 2.91 mmol), triethylamine (1.01 mL, 7.25 mmol) and HATU (1.20 g, 3.16 mmol) were dissolved in acetonitrile (10 mL) and the resulting mixture stirred overnight. The mixture was diluted with water and extracted with DCM (×2). The organics were dried over sodium sulfate, filtered and evaporated. The crude material was purified by chromatography on a silica II cartridge, eluting with 10-25% ethyl acetate in cyclohexane. The fractions containing the desired product were concentrated under vacuum to give (5-bromo-thiophen-3-yl)-(4,4-dimethyl-azepan-1-yl)methanone (0.55 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299063B2
Source datasetuspto-grants-2012_10
ORD IDord-76a6553d232642c7949951542281c46e
Source noteuspto-grants-2012_10