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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748219Generated: October 31, 2026

Ammonium Chloride → HCID 86704415, compound

https://huagongshe.com/reaction/1748219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
ReactantHCID 67982995HCID 67982995—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
ProductHCID 86704415HCID 86704415—

Reaction Conditions

Temperature120 °C

Reaction Steps

4-(3-((5-cyclopropyl-3-(2-(difluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)-3-fluorobenzonitrile (70 mg, 0.14 mmol) was dissolved in N,N-dimethylacetamide (2 ml), sodium azide (91 mg, 10 eq, 1.40 mmol) and ammonium chloride (75 mg, 10 eq, 1.40 mmol) were added, and the mixture was stirred at 120° C. overnight. Upon cooling to room temperature, the reaction mixture was diluted with ethyl acetate (30 mL) and washed with brine (2×20 mL). The combined organics were separated, dried (MgSO4), and evaporated in vacuo. The product was purified by mass directed reverse phase HPLC to give a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150568B2
Source datasetuspto-grants-2015_10
ORD IDord-677e408d2723424ab6b2f7f05f59e68e
Source noteuspto-grants-2015_10