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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964509Generated: October 31, 2026

Dimethylamine, hydrochloride → HCID 58065505, compound

https://huagongshe.com/reaction/1964509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamine, hydrochlorideHCID 10473—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 58065457HCID 58065457—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 58065505HCID 5806550590.4%

Reaction Steps

2-(5-{3-[(1S)-2-Methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-1H-pyrrol-2-yl)-1,3-thiazole-5-carboxylic acid (62.8 mg, 0.119 mmol) synthesized in Example (5d) was dissolved in N,N-dimethylformamide (5 mL), and dimethylamine hydrochloride (27.0 mg, 0.331 mmol), HATU (68.2 mg, 0.179 mmol) and N,N-diisopropylethylamine (80 μL, 0.46 mmol) were added, followed by stirring at room temperature for 20 hours under nitrogen atmosphere. Water (20 mL) was added to the reaction solution, and extraction was carried out with ethyl acetate (20 mL). The organic layer was washed with saturated brine, and subsequently dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=60%-90%) to afford the desired compound (59.8 mg, yield 90%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415359B2
Source datasetuspto-grants-2013_04
ORD IDord-d0a353d4c4dc4f63bd33179e9bb4beba
Source noteuspto-grants-2013_04