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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183529Generated: November 2, 2026

Ammonium Chloride → HCID 52915079, compound

https://huagongshe.com/reaction/1183529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantMethanesulfonamideHCID 72879—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 66577536HCID 66577536—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 52915079HCID 52915079—

Reaction Steps

A solution of 1-(4′-{4-[(1-benzyl-1H-[1,2,3]triazol-4-yl)-hydroxy-methyl]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-cyclopropanecarboxylic acid (Enantiomer B) (0.100 g, 0.197 mmol), carbonyldiimidazole (0.080 g, 0.5 mmol), N,N-dimethylamino pyridine (0.002 g, 0.02 mmol) in THF (2 mL) was stirred at room temperature overnight. Added MeSO2NH2 (0.050 g, 0.5 mmol) and DBU (0.100 mL, 0.65 mmol) and the mixture heated to 100° C. in a capped vial for 4.5 hours. The solution was poured into sat. aqueous NH4Cl, then water and EtOAc was added. The organic layer was separated, dried (Na2SO4), concentrated and the resulting reside purified by preparative HPLC to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664220B2
Source datasetuspto-grants-2014_03
ORD IDord-7c7eb7886a4d4d629a5014aeaefd1875
Source noteuspto-grants-2014_03