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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931036Generated: November 1, 2026

Sodium Bicarbonate → HCID 118378889, compound

https://huagongshe.com/reaction/931036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3-Oxa-8-azabicyclo(3.2.1)octane hydrochlorideHCID 53401129—
ReactantHCID 118378870HCID 118378870—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 118378889HCID 11837888923.5%

Reaction Steps

6-Cyclopropyl-8-(1,3-oxazol-5-yl)imidazo[1,2-a]pyridine-3-carboxylic acid (135 mg) was dissolved in DMF (4 mL), and HATU (229 mg), 3-oxa-8-azabicyclo[3.2.1]octane hydrochloride (113 mg) and triethylamine (91 μL) were added thereto. The reaction mixture was stirred at room temperature for 1 hr, saturated aqueous sodium bicarbonate solution was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane), and the obtained solid was recrystallized from ethyl acetate/hexane to give the title compound (43 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296746B2
Source datasetuspto-grants-2016_03
ORD IDord-88b9803bdb42491cacab3caba84e3f80
Source noteuspto-grants-2016_03